Vol. XX · No. 04
The Career Issue
July 2026 · Mill Valley, CA

Cover Story

From Kansas City to the deal seat, told in six chapters.

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

A career, in six movements.

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

Origins

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

Santa Clara University

B.S., Mathematics

2000 — 2002

Silicon Valley Bank

Analyst, Structured Finance

2001

Golden Gate University

M.S., Economics

02

Chapter · 2002 — 2005

The Craft

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

Ziegler Capital Markets

Investment Banking Analyst, Senior Living

2003 — 2004

Green Street Advisors

Equity Research Associate, Hotels & REITs

2004 — 2005

Thomas Weisel Partners

IB Associate, Convertible Securities

03

Chapter · 2006 — 2013

Deals & the Three Cs

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

Ridgecrest Capital Partners

M&A Associate

2007 — 2009

Tier1 Research (→ 451 Group → S&P)

Equity Research Analyst

2009 — 2013

Independent FP&A Consulting

Fractional Finance Partner

04

Chapter · 2014 — Present

Founder

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

The Lotus Method — Capital

Co-Founder

2019 — present

The Lotus Method — Scale

Co-Founder / CFO

05

Chapter

Teacher

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.

Investment Banking Institute

Instructor

iXperience

Instructor

06

Chapter · Three Lanes

The Right Fit

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

Digital Health & Femtech

Founder-seller credibility

Customer-operator

Main Street Tech: Vertical SaaS

Buyer's-side perspective

Thesis-insider

EdTech & Workforce Learning

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

The craft, distilled.

More than two decades across banking, research, and operating seats — the disciplines I bring to every engagement.

Correspondence

The next chapter starts with a conversation.

© 2026 Wesley KennedyMill Valley, California