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đ¤ Scaling Success
How to Grow with Intention in Fintechâs Most Critical Stage.

Hi, fintech fam! đ
On Monday, I shared something Iâve never revealed before:
The exact blueprint I used to turn my journalism experience into a profitable, award-winning media company.
Alongside Katrin Kaurov of Frich Money, we broke it all down at Pace Universityâhow we built powerful businesses around a newsletter, turned content into revenue, and proved you donât need thousands of followers (or dollars) to start.
Now, Iâm turning that playbook into something for you.
Weâre calling it: The Career Creator Toolkitâyour step-by-step guide to turning content into a revenue engine, whether youâre a startup founder, experienced operator, or just looking to kickstart your career.
Join the waitlist here and be the first to get it.
Now, letâs get into todayâs column.
INNOVATION
Scaling Smart: How to Grow with Intention in Fintechâs Most Critical Stage

Scaling Success â Navigating Growth Stage Panel during the second-annual Fintech Is Femme Leadership Summit on April 23, 2025
At the growth stage, the real work begins. Product-market fit is behind you. Profitability, scale, and sustained momentum lie ahead.
And no matter your functionâmarketing, ops, talent, or revenueâthe inflection point always shows up the same way: faster growth, higher expectations, and more complexity.
Thatâs exactly where this conversation began at the Fintech Is Femme Leadership Summit last month, in a powerhouse panel moderated by Stephanie Perez, Managing Director at Fin Capital, with insights from:
Kathleen Waid, Fractional CRO & Advisor
LaToya Bowlah, SVP of Marketing at Vestwell
Kelly Shea, Chief Administrative Officer at Array
Hereâs what theyâve learned leading growth-stage fintechs through pivotal transitionsâand what every operator should know before scaling the next chapter.
Growth Isnât a BuzzwordâItâs a Relationship
Kathleen Waid likened the growth journey to falling in love. âEarly-stage companies are like dating,â she said. âYouâre energized, things are exciting. But then you introduce new peopleâteam leads, investors, new customers. Eventually, youâre building a house together. Itâs real. Itâs high stakes.â
The key to maintaining momentum without losing your edge? Tie growth milestones to pre-defined actions.
âIf I want to hit $2M in revenue, what do we do when we get there? Do we invest in brand? Hire sales? Launch a cross-sell product? Growth shouldnât surprise you. It should trigger action.â
Build Systems That Donât Kill Your Startup Magic
LaToya Bowlah pointed out the tightrope many startups walk: evolving structure without stifling speed.
âStartups have a scrappy, fast, experimental cultureâand you want to keep that,â she said. âBut at a certain stage, you need to infuse insights and intentionality into your strategy.â
Her playbook for scaling includes:
Hiring player-coach leaders who love to build and still get in the weeds
Investing in the right tech stackânot the most tech: âThe marketing and sales tech stack is criticalânot just for automation, but for how we go to market and scale one-to-one prospecting down the funnel,â Bowlah said. âBut if you over-index on technology too quickly, you risk ending up with a bloated stack that isnât implemented efficientlyâand that can be expensive to fix. Focus on having the right subject matter experts in place who can truly evangelize the tools you adopt. Thatâs how you scale sustainably.â
Building cross-functional scrappy squads to test, break rules, and learn fast
The lesson? Build fast, but donât over-engineer. And make sure your internal teams are equipped to actually use the tools youâre buying.
Sustainable Scale > Growth at All Costs
Kelly Shea called out a red flag that too many growth-stage companies still ignore: scaling headcount, tools, and spend without clarity on why.
âMore doesnât always mean more value,â she said. âYou need multipliersânot just bodies.â
She stressed the importance of team design that eliminates churn, confusion, and misalignment across functions. âIf you canât explain who owns what, your customers will feel that chaos too.â
Fix the Sales-Marketing Disconnectâfor Good

Stephanie Perez; Kathleen Waid; LaToya Bowlah; Kelly Shea
Ask anyone whoâs operated in the trenches of growth: friction between sales and marketing is real. And preventable.
Waid shared a war story: walking into a board meeting where marketing presented pipeline numbers sheâd never seen. âLesson one: come in as a united front,â she said.
Her fix? Forget vanity metrics like MQLs.
âAlign marketing and sales on one thing: pipeline development. For every dollar marketing spends, how much top-of-funnel pipeline do we get? Then, how many of those top-of-funnel dollars end up as actual ARR? Thatâs the metric that matters.â
Bowlah added that itâs not just alignmentâitâs shared ownership of outcomes. And if you can invest in revenue ops or a shared data framework early, itâll pay off in clarity and collaboration.
As fintech companies expand into platforms and multi-product offerings, internal complexity rises too. And with it, confusion.
âAt a growth stage, you donât just need talentâyou need emotionally intelligent talent,â said Shea. âPeople who understand that itâs everyoneâs job to reduce friction.â
From a customer perspective, Bowlah offered a tactical lens on messaging complexity: skip the lectures. Focus on why it matters and show up at the moment it matters.
âEducation is importantâbut education feels like work,â she said. âDonât sell homework. Sell value, framed in your audienceâs context.
You have to ask: how do I want my ideal customer to engage with my product? When are they most likely to think about it or need it? Thatâs where the opportunity lies.â
At Bowlahâs previous company, for example, they identified their ICP as a high-powered, ambitious millennial womanâmid-career, excelling, and focused on getting to the next level.
For her, financial wellness was tied to career advancement. But executive coaching is expensive and often out of reach at that stage.
âSo we launched a more affordable coaching solution tailored to her moment,â she shared. âIt gave her real value, introduced her to our financial products, and turned her into an evangelist. That one move didnât just deepen engagementâit opened up an entirely new audience.â
Data Is Your Armor When Pressure Builds
Whether youâre pitching the board or pushing a strategy, Waidâs rule of thumb is simple: your power is in the data.
âThe data you donât collect is the knowledge you donât have. And without that, youâre guessing.â
When a board pushes for shortâand long-term projections, you need to know your average sales cycle by segment, your ACV, and your win rates at every stage of the funnel. Thatâs how you build credible forecasts and hold your ground.
âFor example, Iâm working with a client right now whose sales cycles are 24 months,â Waid shared. âThese are $10 million deals with major financial institutions. So when they asked, âYouâve been here 12 monthsâwhatâs happening?â
I had to remind them: weâve 5xâd the pipeline, but you canât expect a rabbit to come out of the hat when it doesnât live for another 12 months.â
You build the system, stand by the data, and then ask: how do we make it better? Can we shorten that 24-month cycle to 20? Can we move through procurement faster? Thatâs how you push forwardâaggressively, but grounded in reality.
Data is what grounds your narrative.
Retention in a Delayed Exit Environment

Stephanie Perez; Kathleen Waid; LaToya Bowlah; Kelly Shea
As companies stay private longer, Shea pointed out that old retention frameworks are breaking.
âYou canât just throw equity at people and expect them to stay,â she said. âYou need systems that meet employees where they areâoffering flexibility, purpose, and clarity.â
And avoid designing compensation or recognition around one person. That kind of one-off retention play can disrupt culture and damage trust.
When to Go External: Recruiting Without Regret
So when do you bring in a recruiting agency? Sheaâs advice: only after youâve fully explored internal mobility, referrals, and warm intros.
âYour best hires are often just one or two degrees away,â she said. âBut when youâre launching new functions or domainsâthatâs when external expertise is worth it.â
Her bonus tip: read the agency contract like a founder. You want partners who are as invested as you areânot transactional.
And YesâLetâs Talk AI
In marketing, Bowlah sees GenAI tools as acceleratorsânot replacements. âContent is the product of marketing,â she said. âAI helps make content creation more efficient, but the input still needs strategy.â
Waid warned founders not to oversell. âWeâre in the âAI-washingâ phase,â she said. âMake sure what youâre calling AI is actually adding valueânot just buzzwords.â
Bottom Line: Donât Just ScaleâScale With Intention
The growth stage isnât a finish line. Itâs a pressure cooker. And the way you scaleâwho you hire, how you measure, and what you prioritizeâdetermines whether you build a rocket or crash the engine.
At Fintech Is Femme, we cover the women building with conviction, clarity, and leadership that lasts. And this panel? Was a masterclass in how itâs done.
WTF ELSE?
Fintechs that raked in profits from high interest rates now face a key test
Stash secures $146 million to add AI to financial guidance platform
The future of banking-as-a-service fintech companies
Redefining fintech: can Agentic AI lead the way in innovation?
From posts to profits: Why creators are the new entrepreneurs investors canât ignore
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đ§ Todayâs Listen: ICYMI: Season 1 of Fintech Mavericks is live! In this episode (throwback) my co-host Drew Glover and I interview Emily Green, Head of Wealth Management at Ellevest, about scaling from $40M to $2B AUM, sunsetting their robo-advisor, and the mission driving it all: getting more money into the hands of women. Emily shares bold moves, lessons from Ellevestâs early days, and how the firm is preparing women for the Great Wealth Transfer with values-led financial planning. Tune in here or wherever you get your podcasts.
đ Todayâs Growth: The other day, I watched Bhuva Shaktiâs TED Talkâand it cracked me wide open. A single mom, the first woman in her community to get an education, an immigrant who landed on Wall Street and helped steer people through both the Great Recession and the pandemic. She broke generational cycles to build a better life for her daughterâand now sheâs using her voice to help reshape the financial system for all of us. And the most powerful part? Sheâs a member of The Academy of Fintechâour private community of fintech leaders building what comes next.
đ§ââď¸Todayâs Self-Care: One of the standout women-founded wellness brands featured at the Fintech Is Femme Leadership Summit was NNABIâand Iâve been taking their vitamins ever since. As someone in my 30s, I thought I might be too young for this product⌠but I was wrong. Itâs never too early to start taking care of yourselfâand Iâve genuinely been feeling better since making it part of my routine.
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