July 23, 2025

18 minute

Isreal Oyarinde

Inside the Squirrel Burrow: Early Lessons in Multi-Stream, Multi-Brand Revenue Building

The analogy in the title isn’t perfect, but it’s apt enough to be uncomfortable: squirrels create multiple burrows, not only because they’re paranoid little creatures with trust issues (because they really are), but also because survival demands redundancy.

Table of Contents

This post is not for everyone.

If through hard work and/or sheer luck, you’re so good at one thing that you don’t need a backup income stream, you don’t need to read this.

However, if you’re slightly paranoid, like to hedge your bets, or were just born into a shitty economy, then you—yes, you—are my friend and target audience for this piece.

The analogy in the title isn’t perfect, but it’s apt enough to be uncomfortable: squirrels create multiple burrows, not only because they’re paranoid little creatures with trust issues (because they really are), but also because survival demands redundancy.

That squirrel? He’s basically running a better diversification strategy than you probably are.

To me, putting all your acorns in one hole is a recipe for winter starvation (or rainy season rot?), and winter always comes—it’s the law of entropy.

In a closed system, entropy (disorder) tends to increase over time, and when that happens, you need to have enough ammo to shoot things back to order. As an entrepreneur, or even as a human, I believe betting everything on a single revenue stream is simply gambling.

After years of building, failing, pivoting, and occasionally succeeding across multiple ventures, I’ve realized that creating resilient, multi-stream revenue systems that don’t collapse when one thing goes sideways is the way to go, and that’s what I’m working towards.

Here’s what I’ve learned from my own burrow-building journey. It’s messy, uncomfortable, and has overstretched me, but I’m working towards making sure it adds order for when things try to go wrong.

Why One Nest Isn’t Enough

If you succeeded in your first business venture. You’re the exception.

On the other hand, if you tried multiple times, and then succeeded, why did you stop trying?

The other day, I stumbled on Pieter Levels’s account on Twitter. He wrote that only 4 of 70+ projects he did made money and grew. That’s a success rate of 5%. 

Now, I’m not anywhere near that level of launch. But I’ve been on the other end of the spectrum, focusing solely on one thing, and got burnt, twice.

From 2018, I used to work on academic projects mainly, but when COVID came and everything dried up, I had no burrow. Then I pivoted to content writing. I saw the writing on the wall when GPT-2 came out, and I started using it with Jarvis (now Jasper), so having learned my lesson, I started learning SEO.

However, I was over-leveraged on Upwork, and when the account got blocked, there were burrows, but not profitable ones. So I started building again, and with AI now more prevalent, we pivoted Contentika away from content writing to SEO.

Now, apart from Contentika, we’re working on Spinah (a web development company), Solevant (a software discovery startup), and a couple of other burrows too.

Obviously, not all bets have gone well. Giftvant, an informational blog, got hit when Google’s update crushed blog traffic. But it’ll be back, bigger and better as a startup. I’ve tried faceless YouTube channels too, but the revenue from those is negligible—not even close to 1% of expenditures. Only $5 made so far, but it’ll get better.

I’ve made some revenue from Amazon too, a little over $50, and a few dollars from AdSense that I can’t withdraw. 

I’ve invested in a solar company too – that didn’t end well. It’s made me more circumspect and more vetting of possible partners. 

I have many more burrows in my journal that’ll be executed in due time.

With vibe coding, I’m also looking to ship more open source apps too – and possibly charge users to host it plus some other features. N8n and baserow are doing a great job of it. 

The next bet is to have more burrows offline, off the internet. You know, like farms, properties, manufacturing companies, etc. There are always lots of opportunities, one just won’t know which will succeed, but certainly will the one’s darndest to make sure it succeeds. 

Long story short, just like me, most entrepreneurs start with the “one big idea” mentality. We pour everything into a single venture, convinced it’s going to be the one. But here’s what I discovered after watching several of my “sure thing” projects crash and burn: betting everything on one outcome isn’t strategy—it’s gambling.

Squirrels don’t do this. They create multiple burrows, stash food in different locations, and always have backup plans. Many times, they forget where their acorns are stashed, lose some, and some are destroyed, or stolen, but in the end, they always have enough. 

They understand something we often miss: diversification isn’t about lack of focus, it’s about intelligent risk management.

Now, that’s not to say you need to chase every idea that comes to you, but pursuing intelligent stretch goals is where the difference is. 

Oftentimes, when I started building another business while the first was still finding its footing, people called it unfocused. There’s some element of truth to it, but if I were to do the same thing everyone else is doing, when lambo? 

I’ll also be the first to admit that they don’t all succeed, but enough succeed, or show the potential such that I keep at it. 

When Failure Becomes Your Best Teacher

Let’s talk about something nobody wants to discuss but everyone experiences: the crushing weight of business failure.

There’s this poem “If”, by Rudyard Kipling, which has a verse that says

“If you can meet with Triumph and Disaster

And treat those two impostors just the same;”

I’ve come to remind myself that failure is part of the journey. Sometimes, it’s friends and family that remind me. I can count many ventures I was so sure would be a runaway success, but didn’t. I launched 360 virtual tours, and even one did of the Nike Art Gallery and other places for free to drum up leads. I was sure it’d be a good business, but alas, 0 kobo made. 

I’ve spent thousands of dollars on testing sales processes that didn’t work out. I’ve done programming, forex, coding, and even selling electronics – not much of a smashing success. 

For some of them. I’ve been left saddled with debt which I serviced for months after, and voices of niggling doubts, asking when I’ll make it, whether I’m cut out for this, and if I’ll achieve my goals. To be fair, I don’t think I’ll ever achieve all my goals; as I achieve them, I keep setting more stretch goals. 

It’s a process, and I won’t say I’ve made considerable progress, but I’m learning to make failure an always-present traveling buddy. You know, the annoying kind of friend that takes a bit out of everything you’re eating.  

I’m not yet at the level of failure that Dyson or Edison had, but I’ll surpass it, and fast. 

I’ll fail more than I’ll succeed, but that’s fine. I’ll just need to fail better and take the lessons learnt to heart. 

Failure is the opposite of success, by definition, but it’s also a grundnorm for better systems. 

That failed virtual tour project taught me more about customer development, market validation, and the importance of solving real problems than any successful venture could have. 

It also forced me to confront a crucial question: At what point do you know a business won’t succeed, and when do you pivot versus completely dropping it?

The answer isn’t found in spreadsheets or growth metrics. It lives in that uncomfortable space between stubborn persistence and rational assessment. 

The decision often comes down to a brutal assessment: Can this problem be solved with more research, customer development, or funding? 

If the answer is genuinely “no,” and you can’t envision a realistic path to profitability, then clinging to the venture becomes a very expensive form of therapy.

Your Brain is the Worst Business Advisor

Maybe the heading is a clickbait, but the brain’s helpful suggestions like “Maybe you should get a real job” or “Everyone else seems to have it figured out” makes it a very shitty advisor. 

It’s in your head every time, and you need a lot of willpower to tune it out. Lack enough willpower, and it’ll repeat the advice so much that you’ll believe it, and accept this self-hypnosis as the new reality.

Running multiple ventures simultaneously creates a unique form of imposter syndrome. You’re simultaneously the expert consultant, the visionary product founder, the savvy marketer, and the educational authority. Some days you feel like a Renaissance entrepreneur; other days you feel like a fraud with good marketing.

You either develop a god complex, or you crumble under the crushing weight of self‑doubt, convinced that one misstep will expose you as the fraud your brain insists you are. Or you find healthy outlets to prevent your brain from overheating. 

When my Upwork account got blocked and I had to scramble to replace that income stream, the voices got louder. “Maybe you’re spreading yourself too thin.” “Maybe you should just focus on one thing like everyone says.” “Maybe this multi-stream thing is just a fancy way of being unable to commit.”

When I was starting out, I used to think successful entrepreneurs were just naturally confident people who didn’t experience doubt. That’s complete nonsense. The difference isn’t the absence of self-doubt, it’s how you respond to it.

During my lowest moments, I discovered something counterintuitive: self-doubt often signals you’re pushing into uncharted territory. It’s uncomfortable because you’re growing. The key is distinguishing between productive doubt (which makes you ask better questions) and destructive doubt (which paralyzes decision-making).

The self-doubt compounds when you realize you’re competing against specialists who dedicate 100% of their focus to their single domain. Your consulting practice is competing against consultants who live and breathe nothing but consulting. Your SaaS product is up against teams who’ve made product development their sole obsession. You’re the generalist in a world that rewards specialists, and when you can’t seem to make headwinds in your ventures, the voices gain more credibility. 

Ironically, building multiple revenue streams actually helped with this psychological challenge. When one project hit turbulence, I had other burrows to retreat to while I figured things out. The psychological safety net was invaluable.

But here’s what the specialists don’t have: adaptability. When market conditions shift, when customer preferences evolve, and when entire industries get disrupted, the multi-stream entrepreneur has options. Your consulting practice might dry up, but your digital products can pivot to serve new markets. Your affiliate income might collapse, but your SaaS tool can expand into adjacent verticals.

The self-doubt never fully disappears, but you can transform it from a paralyzing force into a useful signal. When you doubt whether you’re spreading yourself too thin, that’s often your subconscious telling you to audit your resource allocation

The Anti-Mentor Manifesto

I’ll be honest. I’ve never been a fan of “mentors,” “mentorship”, “discipleship” or whatever form it’s packaged in. Humans are not perfect, and mentorship often devolves into hero-worship, blindly following everything the guru says, even when it’s horseshit. 

When such mentors make mistakes, which is only natural, the high pedestals they are on make the fall harder, and they may try to go to a great extent to launder their reputation. 

Besides, why this is not always true, I believe many mentees limit themselves and are unwilling to challenge the ceiling of achievement their mentors have had. 

I could go on and on, but it’s clear that I think guru worship is overrated. So is reading too many business books, but that’s for another day. 

The conventional wisdom is to find mentors (hey Nemo), as if they are mythical creatures who’ll solve all your problems. Here’s my unpopular opinion (again): the traditional mentorship model is overrated and often limiting for multi-stream entrepreneurs.

Most business mentorship assumes you’re building one company with a laser focus. The mentor shares their journey from startup to scale, their pivotal moments and key decisions, and their playbook for success. It’s valuable wisdom—if you’re following their path exactly.

But when you’re building multiple streams, traditional mentorship often creates artificial constraints. The mentor who built a $10M consulting practice might not understand why you’re “distracted” by launching a course. The SaaS founder who scaled to 10,000 users might question your decision to maintain client services. Their expertise is real, but their context is, often, too narrow.

When I was juggling Contentika, Spinah, and Solevant simultaneously (still am), well-meaning advisors kept telling me to “pick one and focus.” Their concern was genuine, but their advice assumed I was indecisive rather than strategic. They couldn’t see how the SEO knowledge from Contentika informed the web development positioning for Spinah, or how both businesses generated insights for Solevant’s software discovery platform.

The problem with seeking a mentor is that it creates a dependency mindset. You start looking for someone else to validate your decisions instead of developing your own judgment. It also assumes there’s one “right” way to build a business, which is rarely true.

Instead of mentors, I’m focusing on building networks of business relationships, and connections with other entrepreneurs, customers, suppliers, and industry experts who bring value to specific challenges. These relationships are reciprocal rather than hierarchical.

Too many squirrel metaphors, but really, the squirrel doesn’t have a mentor squirrel telling it where to hide nuts. It observes, experiments, learns from other squirrels’ successes and failures and adapts its strategy accordingly.

It’s very possible I’m wrong, but mentorship has never been my cup of tea in the first place. 

People Management Lessons from the Trenches

Managing people is hard. Motivating them is harder. 

Hiring and firing? That’s where many entrepreneurs discover they’re not as naturally gifted as they thought.

If managing people in one business is challenging, managing teams across multiple revenue streams is more like conducting an orchestra while learning to play each instrument simultaneously. 

Each business will have different cultures, different success metrics, different team dynamics, and different leadership requirements, no matter how much you actively try to homogenize things. You as the founder can’t set the culture; you can guide it for sure, but culture is an amalgamation of the way of working (?life??) of everyone in the business. 

I could talk at length about people management lessons, but here are some of the things I’ve learned from the trenches:

  • You need great employees to scale. When you find them, pay them well. Be talent-hungry and never complacent. Great talent builds great businesses.
  • When starting out, skip the “experts.” They’re often too rigid and less adaptable. Instead, find people eager to learn. Train them thoroughly, give them a healthy environment to grow, define expectations clearly, and then give them space to thrive.
  • Letting go early helps everyone. You’re doing yourself—and the underperforming employee—a favor by cutting ties quickly. You’re not a therapist. You can’t fix their attitude, mindset, or pace. The business gains clarity, the former employee finds a better fit, and a more suitable replacement brings fresh energy. Win – Maybe Win – Win.
  • You’ll likely fire more people before you find the right ones—and that’s okay. Don’t guilt yourself. But if you’re constantly firing or clashing with people, self-reflection is necessary. It might not always be them.
  • Don’t tolerate mediocrity. It’s a slippery slope to stagnation and, eventually, irrelevance. Either hold your standards or be prepared to end up on the street.
  • Care for your people, but don’t forget to care for yourself. Most employees will move on quickly if your business fails. You’ll be left picking up the pieces. Value those who check in on you after they leave; those are people to keep close to.
  • Create a tight reporting structure. You don’t need to micromanage—but you do need micro-reporting. Trust is earned, not assumed. Even your best people need structure and check-ins.
  • Always start with a probation period. Make it at least three months. This gives both sides time to assess fit without emotional attachment clouding decisions.
  • Hire for mindset, not just skillset. Skills can be trained, but values, attitude, and work ethic are much harder to teach.
  • Train your team like you’re building replacements. Whether they stay or go, this mindset ensures you don’t become the bottleneck.
  • Set clear KPIs and define what success looks like. Don’t assume your team knows what “doing well” means. Measure what matters and make it visible.
  • You don’t need to hire for every role. Sometimes it’s smarter to use contractors or agencies. As you gain more operational bandwidth, you can vertically integrate where necessary.
  • Have solid, trustworthy operators running day-to-day. Your job is not to be stuck in daily firefighting, it’s to think ahead, steer the ship, and build systems that outlive you.
  • Praise publicly, correct privately. Public shaming breeds resentment and fear. Quiet correction builds respect and improvement. If quiet correction doesn’t work, then make it public, and be prepared to let them go. 
  • Avoid creating too many emotional dependencies. You must be kind, and empathetic, and still maintain boundaries.
  • Celebrate milestones. People are more loyal to places where they feel seen, appreciated, and included in the wins.
  • Don’t just train people what to do, teach them why it matters. A team that understands the mission makes better decisions in your absence.
  • Don’t romanticize loyalty. It’s okay if great people leave. Your best employees have their own dreams. That doesn’t make them disloyal, and it definitely doesn’t make them the enemy. Celebrate their growth, stay in touch, and leave the door open for future collaboration.
  • Create a structure for career growth. Ambitious team members want to know where they’re heading. Show them what the next 2–3 years could look like within the company. No one wants to climb a ladder that disappears after the first few steps.
  • Build anonymous feedback loops. Set up a form or dedicated email where people can voice concerns, report issues, or suggest improvements without fear. Then actually act on the feedback. Trust grows when people feel heard.
  • Be accessible. You don’t need to micromanage, but people should feel they can reach you when it matters.
  • If someone constantly drains your energy or morale, don’t keep them around. One toxic hire can undo the work of five good ones. Team performance often sinks to the level of the weakest link, not the strongest.   

I’ve made poor hiring and management decisions, but the thing I’ve learnt is that building systems that help good people succeed, help people that struggle adapt faster, and weed out bad hires faster. Well-designed processes take time to build, and need to be improved and fine-tuned constantly, but they empower great people to succeed. 

Furthermore, firing, or more diplomatically, “parting ways,” becomes even more complex when you’re managing multiple ventures. The underperforming team member in Business A might be incredibly valuable if transferred to Business B, and I’ve seen this play out a few times. 

The most successful multi-stream entrepreneurs I’ve observed treat team building like portfolio construction. They identify core skills that translate across ventures (communication, reliability, strategic thinking) and hire for those competencies, then provide venture-specific training.

Building Systems That Survive You

Time for another squirrel metaphor: the best squirrel burrow systems persist even when they’re not around to maintain them. Similarly, the best businesses operate independently of their founders’ constant intervention.

Extended side note: one of the challenges I’ve seen with a lot of Nigerian businesses is the lack of structure. Do you have SOPs for how you handle client complaints or how to achieve consistent results across the board? Do you have a succession plan? Do you have a will? Do you have a document listing all your passwords, subscriptions, and what to do when you’re no longer here? 

This extends to succession too, a lot of good businesses are no longer in existence because of lack of structure, such that all family members make a mockery of your hard work, and collapse the business. 

Where’s Abiola’s Concord Group (Concord Press, Concorde Airlines, Abiola Bookshops, Summit Oil, Wonder Loaf Bakery, Abiola Farms, and Radio Communications of Nigeria), Okada Air, Ikeja Hotel Plc, Ekene Dili Chukwu, Agota Fleet, and many more today? 

They were businesses with good fundamentals but the absence of succession planning led to their demise. 

As I write, there’s a business using the flat beside mine that’s been locked down since December 2024 because the lady who owned it died. The woman’s family and the lady’s husband are in an ownership tussle. 

It’s somewhat easy to fix, if you don’t want to see your life’s work destroyed by knaves and fools, then build with continuity in mind from day one. Document everything. Create systems that make your presence optional. Develop people who can lead without you. Draft legal safeguards, define your succession plan clearly, and make your operational playbook idiot-proof. 

More importantly, build an administrative system where leadership is appointed based on merit, not bloodlines. Trustees, not family members, should be empowered to select qualified professionals to run the business. 

Your wealth should flow through a trustee-managed corporation, where family members benefit from a fixed percentage of annual profits, not direct control. This way, you protect both the integrity of your business and the dignity of your family, ensuring they enjoy the fruits without being burdened by roles they may not be equipped to handle.

This structure not only prevents internal power struggles but also reinforces long-term stability. It keeps the business mission-focused, ensures continuity of vision, and allows talented leadership to thrive without interference. The goal isn’t just to build wealth, it’s to preserve it across generations.

And for good measure, add copious amounts of curses for any family member that goes against your wishes, or take any case to court. They are making a mockery of you, and yes, empower your trustees to prevent their lazy ass from getting a kobo of your money.

This extends to family too, and the issue of black tax. You’re responsible to your family, yes, especially your parents, yes. However, for any other person, it’s a terrible idea to let them mooch off you. It’ll breed resentment in you, and in them too. Create structures, and help them get skills to get a job. Remember, don’t give them money to start a business, that’s usually the same thing as burning money to cook beans. 

Only skills worked hard for are appreciated. Enroll them in courses, help them find jobs, help out in real emergencies, but don’t make the mistake of subsidizing their lifestyle.

Same thing for your spouse and kids. Marry for love, as much as for brains too. If you’re gone, are you sure your significant other can hold down the fort, and make sure your kids and business succeed? Do they have the means to cater to your kids as a one-parent household?

Growing up, I saw this play out in two neighbouring families that had their patriarchs die around the same time. Father A and Father B both had business, A selling paints, and B, wood logs. 

When Father A died, the mother, a state primary school teacher, held down the fort, maintained the business (which still exists in Ibadan till today), and sent all the kids to Uni. Today, all the kids are successful by the middle-class definition of success. She has all my respect because it definitely wasn’t easy caring for 5 kids, with the eldest only in year 1 of Uni then. 

Before Father B died, Mother B was always starting a new business every few months, and was mostly interested in parties and looking good. When he died, she couldn’t hold down the fort, business went bust, withdrew all 5 kids from private schools, and left them mostly uncared for. Today, all four girls got impregnated out of wedlock before they were even 18, and the last boy child does yahoo (internet fraud) and weed. 

End of the extended side note. 

Systems thinking isn’t just about workflows and automation tools (though those are important). It’s about designing processes that can operate predictably when you’re not personally managing every detail. 

It’s about creating feedback loops that alert you to problems before they become crises. It’s about building decision-making frameworks that your team can apply consistently across different contexts.

Building systems takes time, often much longer than you want to spend. There’s always pressure to move fast, cut corners, or handle things yourself “just this once.” However sustainable multi-stream revenue requires processes that function without constant babysitting.

I’ve started documenting everything: decision-making frameworks, standard operating procedures, customer communication templates, and even the seemingly obvious stuff that “everyone should know.” 

There’s a constant tension between the immediate revenue needs of your current ventures and the long-term infrastructure requirements for sustainable growth. The temptation is always to prioritize short-term revenue over system building, but that’s a trap that will eventually collapse under its own complexity.

“What if you were gone for six months? Would this business survive and thrive?”

Build systems. Empower your people. 

Don’t be Father B.

Make Your Burrows Talk to Each Other

The magic of multi-stream revenue should be synergy, not necessarily diversification. Don’t make multiple separate burrows but interconnected systems where each location serves multiple purposes.

For me, we have a web development team in Contentika, so it makes sense to offer it as a separate service under Spinah, and then upsell these new clients’ SEO services via Contentika. For Solevant, what better way to meet new companies and build communities, which can trackback work to Contentika & Spinah? Or, even for the youtube channels, video marketing is increasingly important, and what better way to have more skin in the game than by actively creating content and learning new ropes that can then be used by the other brands?

These connections aren’t automatic—they require intentional design and ongoing cultivation. But when they work, they create competitive advantages that single-stream entrepreneurs probably can’t replicate. 

Your multiple experience base will allow you to spot market opportunities and solutions that specialists might miss. Similarly, the varied customer relationships will provide market research and validation across multiple segments simultaneously.

Each revenue stream strengthened the others. Customer acquisition costs dropped because existing clients became referral sources across projects. Market research became more efficient because insights from one venture informed strategies for others.

The compound effect also applies to skill development. Each venture forces you to develop capabilities that enhance your effectiveness across all streams. You become a more well-rounded entrepreneur because you’re solving multiple challenges rather than repeatedly solving similar problems.

The Portfolio Mindset

Many investing experts swear by the S&P 500 which spreads risk between many stocks. 

Why not do the same for yourself by adopting what venture capitalists call a portfolio mindset? Instead of betting everything on one “sure thing,” you’re making calculated bets across multiple opportunities, expecting some to fail while others exceed expectations.

This mindset changes everything about how you evaluate opportunities, allocate resources, and measure success. 

A traditional entrepreneur might see a 50% failure rate as devastatingly poor performance. 

A portfolio entrepreneur understands that if half their ventures break even and half produce strong returns, the overall portfolio can be incredibly successful.

When I look at my track record in this light, I don’t see failure. I see a portfolio in development, with some assets performing better than others, which is exactly what you’d expect.

The portfolio approach also changes how you think about timing and sequencing. You’re not just asking “Is this a good business idea?” but “Is this the right business idea for this stage of my portfolio development?” 

The academic gigs that got wiped out by COVID weren’t inherently bad, they were just too concentrated and vulnerable to external shocks.

Risk management becomes more sophisticated when you’re thinking in portfolio terms. You balance high-risk, high-reward ventures with stable, predictable income streams. 

You ensure that your ventures aren’t all susceptible to the same market risks or economic cycles. 

You think about correlation—how likely are your different revenue streams to succeed or fail simultaneously?

Practical Burrow Building 101: Where to Start

If you’re convinced that multi-stream revenue makes sense but don’t know where to begin, start small and interconnected.

Look at your current business or skills and ask: 

  • What adjacent value could you provide to the same customers? 
  • What complementary problems could you solve for similar markets? 
  • What expertise have you developed that others might pay for?

Don’t launch three unrelated businesses simultaneously. Build one solid foundation, then add connected streams that use existing assets, relationships, or knowledge.

Plant seeds early. Start with one solid stream, but keep your eyes peeled for complementary opportunities. Can your service spin off into a product? Can your brand target a new niche?

Test the soil. Launch small pilots—think MVPs (Minimum Viable Products)—to see what sticks before committing big resources.

Mix it up. Balance stable, low-risk streams with bolder bets. Bury some nuts close to home and others further afield (more squirrel metaphors hehe).

The goal isn’t to be busy—it’s to be resilient. Each new stream should make the others stronger, not compete for your attention and resources.

Some of your revenue streams might never be “sellable” in the traditional sense—your consulting practice, for example, might be too dependent on your personal brand and relationships. But others might develop into valuable assets that can be sold, licensed, or franchised. Your SaaS tool might attract acquisition interest. Your course business might be licensed to other educators.

The Long Game: Burrows Take Time

Building sustainable multi-stream revenue isn’t a get-rich-quick scheme. It’s a get-resilient-slowly strategy that pays dividends over years, not months.

Traditional entrepreneurship advice often focuses on building one valuable business that you can eventually sell for a significant multiple. The multi-stream approach suggests a different wealth-building strategy: creating a portfolio of assets that provide ongoing cash flow, occasional liquidity events, and long-term asset appreciation.

Start with one good burrow, learn what worked, expand strategically, and continuously adapt based on changing conditions.

Your business ecosystem deserves this patient, systematic approach. Focus on building systems that compound over time rather than tactics that provide immediate gratification.

The long game also recognizes that entrepreneurship is a career that can span decades. Your interests, skills, and market opportunities will evolve over time. 

The revenue streams that work in your 30s might not align with your priorities in your 50s. 

Building multiple streams allows you to shift focus and resources as your personal circumstances change while maintaining overall portfolio stability.

Last Lessons from the Burrow

To recap, creating multi-stream income shouldn’t mean one is indecisive or lacks focus, but more like strategic thinking and risk management. It’s because life is unpredictable, predators are real, and survival requires redundancy.

This diversification strategy isn’t only a hedge against failure, it’s also an acknowledgment that the environment is inherently uncertain and that adaptability is more valuable than efficiency.

Markets change, opportunities shift, and sustainable success requires options.

The most successful multi-stream entrepreneurs I’ve studied share certain characteristics with successful squirrels: they’re opportunistic but selective, building multiple capabilities while maintaining focus on what works. 

They’re prepared for seasonal changes, understanding that different revenue streams will perform differently in different market conditions. 

They’re patient builders, understanding that developing multiple income sources takes time and can’t be rushed.

Most importantly, they understand that the goal isn’t to optimize any single revenue stream to perfection but to build a portfolio that’s resilient, adaptable, and capable of generating sustainable returns across varying conditions. 

They think like investors in their own capabilities rather than employees of their own ideas.

Related Blogs

October 7, 2026

Isreal Oyarinde

Have you ever patronised a business and even though they delivered what was promised in terms of the product or service, you never went back just because of how they made you feel? That is the power of customer service, a secret weapon I believe most businesses, especially in the Nigerian market are underutilising.  A good number of people are happy to pay a premium if it means they get a better experience. In a competitive market where margins are thin; differentiation is difficult; and customer loyalty is fragile, customer service is not a ‘nice to have’ —it is the single most powerful competitive advantage a business can develop.  Yet most Nigerian business owners treat it as an afterthought, something to worry about after they have sorted out the ‘real’ business issues. Customer service IS the real business issue, and the sooner Nigerian entrepreneurs figure that out, the sooner they will start building businesses that actually last. The big question is, “how do we leverage customer service for business growth?”. Let’s start with defining the problem.  The Nigerian Customer Service Problem. It’s Worse Than You Think Consumers more often than not rank customer service as one of the most important factors in their purchasing decisions, yet they consistently rate the quality of customer service they receive as poor to average across virtually every industry —banking, aviation, telecommunications, retail, hospitality, healthcare, transportation.  The telecommunications sector is probably the most visible offender and there seems to be a consensus among providers never to treat their customers like kings. In aviation, flight schedules are routinely changed and no reprieve offered to customers who have to spend long hours at the airport waiting for a flight they are not sure would eventually take off.  Despite the banking sector being one of the most profitable industries in Nigeria, customer service remains a persistent clog with many customers feeling stuck to their current provider because the competition is not any better. The retail sector, both formal and informal, suffers from the same malaise.  Walk into a typical Nigerian establishment and observe the body language of the sales staff —arms folded, phone in hand, chatting with colleagues, barely making eye contact with the customer who has walked in. If you ask a question, you get a one-word answer. If you ask to see a different product, you get an eye-roll. If you haggle on price, you are treated as if you have committed a personal insult.  The concept of a return policy is almost alien to most Nigerian businesses. Once they have your money, that transaction is over. Any attempt to return a defective product or request a refund is treated as an act of aggression.  This attitude is so pervasive that many Nigerians have simply learned to accept bad customer service as normal, which is exactly the problem. When your customers stay just because the grass is not greener on the other side and not because they feel valued, there is a problem.  The Economics of Good Customer Service: Why Good Service Is Good Business You might be wondering, if the average customer has learned to accept bad service as the norm, why should I go the extra mile for my customers in my business?  This is where what I call the economics of good service comes in. According to the Harvard Business Review, acquiring a new customer is anywhere from five to 25 times more expensive than retaining an existing one. Also, research done by Frederick Reichheld of Bain & Company who invented the net promoter score shows increasing customer retention rates by 5% increases profits by 25% to 95%. Every time a customer walks away from your business because of bad service, you are not just losing that customer’s future purchases, you are also increasing your marketing and acquisition costs because you now have to find a new customer to replace the one you lost. Loyal customers buy more over time, they are less price-sensitive, they cost less to serve because they are familiar with your processes, and they refer new customers to your business through word-of-mouth.  In Nigeria, where trust is scarce and word-of-mouth is the most powerful form of marketing, the value of a satisfied customer who tells their friends, family, and colleagues about your business cannot be overstated.  Think about how you choose restaurants, mechanics, tailors, doctors, and virtually every other service provider. Most times, you simply ask people you trust for recommendations. A single satisfied customer who recommends your business to ten people is worth more than a million-naira advertising campaign, because those ten people come with a built-in trust advantage that no advert can provide. Conversely, the cost of bad customer service is devastating. Research from the historical White House Office of Consumer Affairs studies shows that dissatisfied customers tell 9 to 15 people about a poor experience.  In the age of social media, those numbers are exponentially higher. A single negative review on Twitter or Instagram can reach thousands of potential customers within hours. Nigerian social media is particularly brutal when it comes to calling out bad business experiences.  Remember those viral posts where someone shares a terrible experience with a business and thousands of people pile on with their own stories? Those threads have destroyed businesses, tanked reputations, and cost companies millions in lost revenue.  And the businesses that fare the worst in those situations are the ones that respond poorly —deleting comments, arguing with customers, or going silent altogether. The businesses that survive and even thrive after negative publicity are the ones that respond quickly, take responsibility, fix the problem, and demonstrate genuine commitment to improving.  Clearly, there is both a quantitative and qualitative case for making customer service central to your business. What World-Class Customer Service Looks Like  If you want to improve your bottomline and build a community of loyal customers, you cannot treat customer service as something reserved for only “luxury” clients. Even a “problematic” client deserves a good experience with your

October 2, 2026

Isreal Oyarinde

I used to wear my constant burnout like a badge of honor. I remember those years I was running myself ragged trying to make money from every angle possible. Working a full-time job during the day, freelancing at night, trying to trade forex in between meetings, running a small side business on weekends, and somehow convincing myself that sleeping three hours a night was a sign of hustle rather than a highway to the hospital.  I thought that was what it meant to build multiple streams of income. I thought you had to grind yourself into dust, sacrifice your health, your relationships, your sanity, and your sleep just to have more than one source of revenue coming in. I was wrong. Dead wrong.  In my defence, I had merely replicated the model of work around me. Nigeria is a side hustle-driven society and you might look like you aren’t trying enough or worse, foolish, if you do not have multiple things you are doing to make money.  I am writing this because I see so many Nigerian professionals making the same mistake I made,  confusing activity with productivity, confusing exhaustion with effort, and confusing the number of things they are doing with the quality of income they are generating.  In this article, I will try to expose you to a sustainable framework for building multiple income streams.  We Should All Be Hustlers  We live in a society where the “grind” has premium social value. Even when there is no corresponding financial value, the mere fact that a person is seen to be trying their hands at multiple things is met with a nod of approval.  While this is not necessarily a bad thing afterall, a moving man will one day meet his luck, the problem is that we might be overindexing on effort while forgetting to measure outcomes. So, a young professional working a 9-5 while running multiple businesses might be seen as working hard whereas none of the businesses is meeting any critical growth markers.  The truth is that building multiple income streams is not just about doing more, it is about doing the right things, in the right order, with the right systems, so that your income grows while your stress levels stay manageable.  It is not easy, I will not lie to you about that, but it is absolutely possible, and it does not require you to destroy your health and your relationships in the process.  The ability to build multiple income streams matter so much for Nigerian professionals specifically. In most developed countries, a single good salary can provide a comfortable life — mortgage payments, car payments, utilities, food, healthcare, savings, and a vacation once or twice a year.  In Nigeria, that calculation simply does not work for the vast majority of people. Even professionals who are considered well-paid by Nigerian standards — doctors, lawyers, engineers, bankers — often find that their salary alone cannot keep up with well…anything.  For the majority, a single income stream is simply not sufficient for financial stability, let alone financial growth. This is not a character flaw or a failure of ambition, it is a structural reality of living in an economy where inflation consistently outpaces salary growth, where the currency loses value faster than most investments can compensate, and where the social safety net is essentially non-existent.  Building multiple income streams is not a luxury in Nigeria, it is a survival strategy. Building Income Streams Sustainably Now, let’s talk strategy.  The goal, remember, is not to stop grinding, it is to ensure that we are maximising output and building multiple income streams in a way that doesn’t lead to burnout. The Foundation: Stabilize Before You Diversify The biggest mistake I see Nigerian professionals make when they decide to build multiple income streams is starting too many things at once without having a stable foundation. They hear about someone making money from real estate, someone else killing it with e-commerce, another person doing well with content creation, and they try to do all of it simultaneously while still holding down their day job.  Within three months, they are exhausted, none of the ventures are doing well because none of them are getting enough attention, their performance at their main job is suffering because they are distracted, and they end up worse off than when they started — financially, physically, and emotionally. Please do not do this.  The first and most important principle of building multiple income streams is to stabilize your primary income before you diversify. Your primary income whether it is a salary, a business, or freelance work is your foundation.  Stabilizing your primary income means several things. First, it means making sure you are earning as much as you can from your primary occupation. If you are employed, have you negotiated your salary recently? If you are a freelancer or business owner, are you pricing your services appropriately? Are you serving the right clients or customers? Are there ways to increase your revenue from existing clients before chasing new ones?  Second, stabilizing your primary income means building an emergency fund, at least three to six months of living expenses set aside in a place where you can access it quickly but will not be tempted to spend it on non-emergencies. Putting away your emergency fund in a money market fund offers this critical balance.  Third, stabilizing your primary income means getting your financial house in order. That is understanding exactly how much you earn, how much you spend, where your money goes, and where the leaks are.  Most Nigerian professionals, if they are honest with themselves, are spending money on things that do not align with their priorities, and plugging those leaks can free up significant capital for investment in additional income streams.  Understanding What You Are Building: Income Stream Categories Before we get into specific strategies, it is important to understand the different categories of income streams, because not all income streams are created equal, and

August 31, 2026

Isreal Oyarinde

Many small and medium-sized businesses in Nigeria think about cybersecurity as something only big corporations and government agencies have to prioritise. In reality, because small businesses form the backbone of Nigeria’s economy and often have weaker defenses, they are the easiest targets for cybercriminals. The scale of the cybersecurity threat facing Nigerian businesses is staggering and growing every day, driven by the rapid digitization of the Nigerian economy, the increasing sophistication of cybercriminals, and the pervasive lack of cybersecurity awareness and investment among Nigerian businesses.  Managing cyber risks has become a big part of building a business today. Regardless of the size of your business, you must incorporate cybersecurity strategies that would protect your business from cyberattacks that could lead to financial ruin, reputational damage, or total operational collapse. Common Cyber Threats Targeting Businesses Understanding the threat landscape is the first step towards protecting yourself. Hence, it is important to identify some of the most common threats that businesses face today.  Business Email Compromise (BEC) targets people, not technology. By hacking or impersonating legitimate accounts, attackers trick employees into diverting funds or sharing sensitive data.  BEC bypasses technical security by exploiting human trust, losses from BEC exceed billions of dollars annually, and Nigeria is both a major source and a major victim of BEC attacks.  Ransomware is a rapidly growing threat to businesses. In a ransomware attack, criminals use malware to encrypt a company’s files, databases, and systems, rendering them completely inaccessible, and then demand a ransom payment, usually in cryptocurrency in exchange for the decryption key.  Ransoms range from hundreds of thousands to billions of naira, yet paying never guarantees data recovery. Beyond the immediate extortion, the operational downtime often leads to lost revenue, regulatory fines, and long-term reputational damage.  Malicious actors flood company servers or websites with overwhelming traffic, causing system crashes and severe service disruptions.                                                                                                                       The Nigeria Computer Emergency Response Team (ngCERT) warns that a sustained wave of Distributed Denial-of-Service (DDoS) attacks are increasingly threatening Nigeria’s critical digital infrastructure, with both public and private sector organisations under heightened risk. Fraudulent emails, text messages, or websites designed to trick people into revealing passwords, financial information, or other sensitive data is another common entry point for virtually all types of cyber attacks, including BEC and ransomware.  Nigerian businesses are particularly vulnerable to phishing because of low levels of cybersecurity awareness among employees, the widespread use of personal email accounts and devices for work purposes, and the general culture of clicking on links and opening attachments without verifying their legitimacy.  I have only highlighted the above as they are the most common forms of cyberattacks targeting businesses. There are other examples of cyber attacks targeting businesses such as Supply Chain Attacks, and SQL Injection & Zero-Day Exploit among others.  Why Small and Medium Businesses Are the Most Vulnerable There is a dangerous misconception that cybercriminals only target large corporations because that is where the big money is. This could not be further from the truth.  Small and medium-sized businesses are disproportionately targeted by cybercriminals precisely because they tend to have weaker security defences, less cybersecurity awareness, and fewer resources for incident response and recovery.  A cybercriminal might not be able to steal a billion naira from a single business, but they can steal ten million naira each from a hundred small businesses with a fraction of the effort it would take to breach a major bank or telecom company.  According to Kaspersky, 86% of small and medium sized businesses encountered cybersecurity incidents over the past year. The average cost of a cyber attack for a small business is often enough to threaten the viability of the entire enterprise.  In the Nigerian context, where most businesses operate with thin profit margins, limited cash reserves, and no cyber insurance, a single significant cyber attack can be an extinction-level event forcing the business to close permanently because it simply cannot absorb the financial loss or recover from the operational disruption. The vulnerability of Nigerian SMEs is compounded by several factors that are specific to the Nigerian business environment. First, most Nigerian SMEs do not have dedicated IT staff, let alone cybersecurity specialists. Technology decisions are often made by the business owner or a generalist office manager who may have basic computer skills but no expertise in cybersecurity.  Second, the rapid digitization of Nigerian businesses driven by mobile payments, online banking, e-commerce, cloud computing, and social media marketing has dramatically expanded the attack surface for cybercriminals without a corresponding increase in security awareness and investment.  A small business owner who used to operate entirely in cash and paper now has a POS terminal, a mobile banking app, an Instagram business account, a WhatsApp business number, and a cloud-based accounting system, each of which represents a potential entry point for cybercriminals.  Third, the BYOD (Bring Your Own Device) culture that is prevalent in many small Nigerian businesses creates significant security risks because employees are accessing sensitive business data and systems from personal phones and laptops that may be infected with malware, connected to unsecured public Wi-Fi networks, or shared with family members and friends.  The Human Factor: Your Employees Are Your Biggest Security Vulnerability Cybersecurity professionals have a saying: humans are the weakest link in the security chain, and this is especially true in the Nigerian context where cybersecurity awareness and training are virtually non-existent in most organizations.  Think about how many times a day your employees click on links in emails without checking where they lead, open attachments from unknown senders, use the same password for their personal email, their bank account, and their work systems, share sensitive business information over WhatsApp without encryption, connect to public Wi-Fi at hotels, airports, and coffee shops while accessing company systems, and leave their laptops unlocked and unattended in public spaces.  Each of these behaviours represents a potential security breach waiting to happen, and in an organization with dozens or hundreds of employees all engaging in these risky behaviours simultaneously, it is only