1999
Santa Clara University
B.S., Mathematics
Cover Story
Wesley Kennedy — banker, equity research analyst, fractional CFO, founder, and teacher. More than two decades helping companies model, raise, and tell the story that gets the deal across the finish line.
Feature
Kansas City to Santa Clara math, SVB to Wall Street research, fractional CFO to founder and teacher — and now back to the deal seat.
01
Chapter · Kansas City → California
A Jesuit upbringing, a math degree, and a first seat at a bank that lent to the future.
I grew up in Kansas City and was educated by the Jesuits — a place that taught me discipline, but also that the world was bigger than what I could see out the window. College was the vehicle to get out. I graduated from Santa Clara University in 1999 with a B.S. in Mathematics, choosing the discipline because, even at eighteen, I understood real option value before I had the vocabulary for it: pick the field that opens the most doors, and walk through the one with the most upside. That door led to San Francisco, and to finance. My first seat was at Silicon Valley Bank, tailoring working capital for early-stage tech and life science companies — and stewarding a $25M loan portfolio through the dotcom bust with a loss ratio better than 2× the department average. While I was there, I enrolled at Golden Gate University and earned an M.S. in Economics in 2001; it gave me a way to apply the math rigor to business questions in real time.
“I chose math because I understood real option value before I had the vocabulary for it.”
1999
B.S., Mathematics
2000 — 2002
Analyst, Structured Finance
2001
M.S., Economics
02
Chapter · 2002 — 2005
Real estate finance for the modeling reps. Convertible securities for the excitement.
To go deeper on finance, I chased the fundamentals. Real estate was the best place I could find to learn modeling and valuation at a serious level — first at Ziegler Capital Markets, the #1 underwriter of continuing-care retirement communities (CCRCs), then at Green Street Advisors, the #1 shop covering REITs at the time. It was rigorous, quantitative, and unforgiving. But the excitement was elsewhere. I followed it back to technology at Thomas Weisel Partners, where I sat in a dual seat: originating convertible securities as an investment banking associate, and working alongside the prop desk pricing option-adjusted spreads for a convertible-bond arbitrage strategy.
“Real estate taught me modeling. Convertibles taught me markets.”
2002 — 2003
Investment Banking Analyst, Senior Living
2003 — 2004
Equity Research Associate, Hotels & REITs
2004 — 2005
IB Associate, Convertible Securities
03
Chapter · 2006 — 2013
M&A instinct, SaaS coverage on Wall Street, and a fractional bench across 20+ companies.
M&A at Ridgecrest sharpened the deal instinct — acquirer landscapes, merger models, business-development pitches. Leading SaaS equity research at Tier1 Research (later acquired by the 451 Group, then S&P) taught me how public markets listen to a software story. I launched coverage on Concur, NetSuite, and Salesforce, and authored some of the first deep dives on SaaS unit economics. Then I hung my own shingle. Over the next several years, I served as fractional FP&A leader to more than twenty companies — most of them on-premise businesses transitioning to on-demand SaaS — and, more importantly, helping them tell that story to boards, investors, and acquirers. The pattern I kept seeing: the winning narratives are always three things — clear, compelling, and credible.
“The winning narratives are always three things: clear, compelling, and credible.”
2006 — 2007
M&A Associate
2007 — 2009
Equity Research Analyst
2009 — 2013
Fractional Finance Partner
04
Chapter · 2014 — Present
The founder's chair — from a napkin to seven locations, $5M raised, and a sale process today.
In 2014, I put the analytical toolkit to work as a founder. My wife recognized an unmet need for specialized training for prenatal and postpartum women, and we co-founded The Lotus Method. She built the practice; I brought the operating discipline, the financial model, and the investor story. We raised over $5M — half of it non-dilutive — and scaled to seven brick-and-mortar locations at peak. The company is now positioned for sale. I know what the founder's chair feels like: the 3 a.m. model stress, the board pitch, the recap, the exit. That empathy is hard to teach — and it is exactly what makes me credible across the table.
“I know what the founder's chair feels like. That empathy is hard to teach.”
2014 — 2019
Co-Founder
2019 — present
Co-Founder / CFO
05
Chapter
Every class forced me to make a complicated idea digestible — the same craft as a sell-side memo.
Teaching has been the throughline. At the Investment Banking Institute I launched the San Francisco location and taught finance and investment banking to analysts and associates; at iXperience I taught U.S. students in Cape Town, South Africa, and online. Every class forced me to take a complicated idea — a DCF, a convertible, a SaaS unit-economics story — and make it digestible. That skill is not a side note; it is the same skill required to build a board deck, a sell-side memo, or a management presentation.
“The ability to make a complicated idea feel simple is not a side note; it is the craft.”
Instructor
Instructor
06
Chapter · Three Lanes
Where I'd hunt as an M&A advisor — three lanes, three kinds of credibility.
The next chapter is M&A advisory — and I know exactly where I'd hunt. My lead lane is digital health, wellness, and femtech: I'm not covering it from the outside — I co-founded a women's health company, raised over $5M (half non-dilutive), scaled it to seven locations, and I am running its sale process right now. My second lane is the software making Main Street more efficient — vertical SaaS, payments, and embedded fintech for SMBs — where I bring something rare in a banker: I was the customer, running the booking, POS, payments, and payroll stack this category sells. My third lane is edtech and workforce learning, and it's a thesis: distribution is the scarcest asset in education — upstarts can build product but can't reach the district, the campus, or the enterprise L&D buyer — so the coming cycle belongs to consolidators acquiring their way to product breadth. I've seen that constraint from the inside launching the Investment Banking Institute's San Francisco operation and teaching within iXperience. Three lanes, three kinds of credibility: founder-seller, customer-operator, thesis-insider. And behind all three, the same revenue case — 25+ founder, board, and investor relationships in the mid-market sweet spot: founder-led companies approaching their first process, who need their story made clear, compelling, and credible.
“Three lanes, three kinds of credibility: I'm selling in the first, I was the customer in the second, and I've lived the constraint driving the third.”
Lead Lane
Founder-seller credibility
Customer-operator
Buyer's-side perspective
Thesis-insider
A consolidation thesis
Why me
I've sat in the seats that matter — analyst, founder, operator, teacher. Each taught me a different way to see a deal, and together they let me build a story that is clear, compelling, and credible. That is the banker a founder wants at the table when the process starts.
Dispatches
More than two decades across banking, research, and operating seats — the disciplines I bring to every engagement.
Correspondence