Femi Okonkwo
Small-business coaching — the unglamorous first three years
I run a print shop in Brooklyn that I started with $4,000 and a borrowed truck in 2019. The business is small and stable now and I am picky about who I work with as a mentor. I coach brothers in their first three years of owning a real business — cash flow, hiring, taxes, the psychology of slow months, and how to keep the shop from swallowing your whole life.
I run a print shop in Brooklyn that I started with four thousand dollars and a borrowed truck in 2019. The shop is small — three employees including me — and profitable enough to feed my family, pay myself a salary that approximates what I made in my last corporate job, and reinvest steadily in the equipment that keeps the work competitive. The five years it took to get to that point were the most educational years of my life. I now coach other brothers through the first three years of small-business operation.
Let me name the specific work. The first three years of a small business are not glamorous. The first year you are figuring out whether the business model actually works; many brothers find out it does not, and the right move is to wind down. The second year is the year you are trying to break even and not run out of cash. The third year is the year the business either reaches some kind of stability or it does not. Most of the small-business writing online is about the exciting parts. I coach the unexciting parts because the unexciting parts are where most businesses fail.
My typical client is a brother in his first eighteen months of running a service business — a printing shop like mine, a cleaning business, a barbershop, a small marketing firm, a food truck, a landscaping operation, an IT shop, a tutoring company. I have worked with brothers in product-based businesses too — small e-commerce, niche consumer goods — but the service-business pattern is what I know best.
The work I do is concrete. We start with the books. Most brothers in their first year of business are running on intuition rather than numbers, and the intuition is wrong more often than it is right. We set up basic bookkeeping in QuickBooks or one of its alternatives, build a simple monthly close discipline, and start tracking the metrics that will tell you whether the business is on the right track. Revenue growth. Gross margin. Customer concentration. Cash runway. Days sales outstanding. None of these are exotic. All of them are unfamiliar to most first-year operators.
From there we work on operations. The systems for scheduling, invoicing, customer communication, vendor relationships. The first employee, when it is time to hire one, which is one of the highest-stakes decisions in the first three years. The pricing work, which is where most brothers leave money on the table — almost every brother I work with raises prices in the second year of our work together, and almost every one is surprised by how few customers leave. The marketing work, which for service businesses is mostly word-of-mouth and referral cultivation rather than the social-media work that most online business advice suggests.
I am especially careful with the family-and-money dynamics that come up for many of the brothers I coach. Small businesses run by Black and African men are often supporting extended family in ways that complicate the financial picture. The mother-in-law who expects a job at the business. The cousin who wants a loan. The home-town development project that is asking for a contribution. We talk about these honestly. The brothers I have helped most are the brothers who learned to have hard conversations with family about what the business could and could not support.
My rate is ninety dollars per hour. I work in arcs of six months — biweekly hour-long sessions for three months, then monthly for three more. Sessions are by video. I am based in Brooklyn and I have limited in-person availability for brothers in the New York metro area. I work in English. I do not charge for the first thirty-minute call.
I am not the right coach for every brother. I do not work with brothers in venture-funded high-growth businesses; that is a different field and a different set of skills. I do not work with brothers in the trades — Darnell on this platform is the right mentor for that. I do not work with brothers running professional service firms — law, accounting, medicine — because the business mechanics are different enough that my experience does not translate well. For service and small-product businesses in their first three years, I can help.
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How a session works
What to expect when you book Femi Okonkwo.
1. Intro call
The first conversation is short and free. You describe your situation in your own words. Femi Okonkwo listens, asks a few clarifying questions, and decides honestly whether this is the right working relationship for what you are trying to do. Not every brother ends up being the right match for every mentor; the intro call exists so the decision is mutual and clear before any commitment.
2. Working sessions
Most ongoing engagements run on a biweekly or monthly cadence. Each session is roughly an hour. There is usually a piece of homework between sessions — a writing exercise, a conversation you have committed to having, a small decision you are sitting with. The work happens in the space between calls as much as in the calls themselves. The platform commission of 15 percent on paid sessions covers hosting, support, and the editorial vetting that keeps the mentor roster honest.
3. Long-arc relationship
The brothers who have worked with mentors on this platform longest are the brothers who treated the relationship as a long arc rather than a single transaction. The first three months are where the patterns get named. The next nine months are where the patterns start to shift. The years after that are where the relationship becomes something more like the long mentor relationships our elders had, which were rarely about a single career move and almost always about the slow shaping of a life.
Related circles
Brotherhood rooms in Career & Leadership and African American.
If Femi Okonkwo's scope overlaps with what you are working on, you may also benefit from the brotherhood circles in the same topic area or diaspora region. The circles are free to join with an account; the conversation happens between brothers rather than between a single mentor and a single client. Many of the brothers who eventually book Femi Okonkwo arrive after months of reading and posting in the circles below.
The Quiet Climb
Not the hustle-bro version. The long, deliberate version.
Brothers in Tech
Software, data, security, infra — the long game.
Own Shop
Small business owners, founders, side-hustle veterans.
First-Generation American
Born in America to African parents. Both, always.
Other mentors in Career & Leadership
Different price points and approaches.
Mentorship fit is specific. The right mentor for one brother is the wrong mentor for another, even when the topic area is the same. The brothers below all work in Career & Leadership but bring different backgrounds, regions, price points, and approaches. Read their full pages before you decide. The intro calls are free for a reason.
Darnell Pope
22 yrs · African American · $80/hr
Trades careers — apprentice to crew leader to small business
Kwame Mensah
18 yrs · African American · $250/hr
Engineering leadership — IC to director, FAANG-track or independent
Yonas Tesfaye
13 yrs · African American · $130/hr
First-generation career navigation — the family expectation tax