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Wall Street to IPOs: Inside the Minds of Two Fintech Titans
Hey, fintech fam! đ
Happy Thanksgiving to those celebrating this week! Whether youâre enjoying time with family, catching up on rest, or indulging in some well-earned pie, I hope youâre surrounded by loved ones and finding a moment to recharge.
Iâm ready to close my laptop shut and take a breather until Monday. But before we all lean fully into holiday mode, letâs talk about two incredible leaders in fintech who are making waves in the industry.
Two women. Two industries that werenât built for them. Two leaders who decided to rebuild them anyway.
These trailblazers will share their wisdom as keynote speakers at the inaugural Femmy Awards on December 9 in New York City. (Youâre coming, right? Youâve got plans with us, donât forget).
Now, letâs dive into the insights.
LEADERSHIP
From Wall Street to IPOs: Inside the Minds of Two Fintech Titans
Thereâs something inherently magnetic about people who solve problems the world pretends donât exist.
Take Sheila Lirio Marcelo.
Sheila Lirio Marcelo, Co-Founder & CEO, Ohai.ai (via her Instagram)
She had a hunch about the enormous significance of the care economy before it became a massive $6 trillion industry.
As a young mother, she needed caregiving solutions for her family. Did she settle for the same endless loops of dead-end Yellow Pages? No.
Instead, she built Care.com in 2007âa successful platform that solved her problem and created a $500 million company that serves as a marketplace for families worldwide.
When she first started building Care.com, Lirio Marcelo admits to being initially insecure about being judged as a female founder and a business founder who solved a predominately female pain point.
With a boost of confidence from mentors, the decision to start Care.com was influenced by three key factors:
A solid business model grounded in research and experience,
Lirio Marceloâs connection to the problem being addressed,
and staying true to her core values and passions.
Oh, and she did it while making history. Lirio Marcelo became the first Asian-American woman to take a company public and only the seventh woman in history to achieve this milestone. In 2020, Lirio Marcelo oversaw the acquisition of the platform by IAC.
Building Big by Thinking Personal
When Lirio Marcelo created Care.com, she wasnât just building a business but solving a deeply personal problem. It's the kind of problem that keeps you up at 3 a.m., searching for the âemergency nanny near me.â
Lirio Marcelo realized that caregiving was a universal needâyet no one was tackling it with the scale or sophistication required. So she went all in. The result? Care.com grew to 14 million members in 16 countries and became the largest online care marketplace in the world.
Her leadership didnât stop there. After Care.comâs $500 million acquisition, Lirio Marcelo launched Ohai.ai this year, a platform using AI to transform family care coordination.
Because apparently, one game-changing company isnât enough for Lirio Marcelo.
According to a 2020 study by Oxfam, as reported by The New York Times, women would have collectively earned a staggering $10.9 trillion in one year if their unpaid caregiving workâaveraging four hours dailyâwere compensated at minimum wage.
Ohai.ai, Lirio Marceloâs latest venture, is designed to tackle this imbalance head-on.
By giving time back to the âChief Household Officerââoften women managing caregiving responsibilitiesâOhai.ai not only saves precious hours but also empowers women economically, creating more opportunities to put money back into their hands.
Itâs a step toward valuing the unseen labor that drives householdsâand the worldâforward.
As a leader, Iâve noticed Lirio Marcelo doesnât just solve problems; she gets granular.
When launching Ohai.ai, she didnât rely on intuition aloneâshe interviewed 200 families to understand their pain points and tested her product with real-world data.
Her secret? A mix of curiosity, grit, and a willingness to embrace the chaos of startup life.
And letâs not forgetâshe did all this while blazing a trail for women in tech, becoming a pioneer for underrepresented leaders in the public markets.
From Wall Street to Wealth for All
Lule Demmissie (center), CEO and board member in fintech, brokerage, advice & digital assets
âI donât want to be a unicorn; I want to be a farm horse,â Lule Demmissie told me. Itâs an analogy as refreshing as it is profoundâemphasizing steady, purposeful progress over flash-in-the-pan achievements.
As former CEO of eToro US and a trailblazer in the fintech space, Demmissie has consistently demonstrated that leadership isnât about speedâitâs about building systems and cultures that stand the test of time.
For founders and CEOs, her philosophy is a masterclass in navigating complexity, creating meaningful change, and leading with authenticity.
For Demmissie, diversity isnât a feel-good buzzwordâitâs a business imperative.
âHomogeneous teams share the same blind spots,â she says. âWhen you embrace diversity, you mitigate those blind spots and enrich decision-making processes.â
The data backs her up. Research by Boston Consulting Group shows companies with diverse leadership teams generate nearly double the revenue from innovation compared to their less diverse counterparts. However, achieving this diversity requires intentionality.
As a leader, Demmissie ensures that hiring practices, networks, and leadership teams reflect a wide range of backgrounds and experiences. She challenges CEOs to do the same, emphasizing that diversity and merit are not in conflict.
âOnly a lazy mind sees them as mutually exclusive,â she explains. âIt takes intention and effort, but the results are worth it.â
Practical advice for fintech leaders:
Expand your networks by intentionally diversifying your circle of contacts.
Insist on diverse hiring panels and candidate pools to eliminate bias in talent evaluation.
Encourage team members to share their stories and perspectives openlyâitâs these connections that foster true inclusion.
Power of Emotional Intelligence in Leadership
Demmissieâs multicultural upbringing taught her to see the world through multiple lenses, and she credits her âthird eyeââher heightened emotional intelligenceâfor much of her leadership success.
For fintech founders navigating the high-stakes world of banking, crypto, and innovation, this insight is gold: connect with people where they are, and theyâll go further with you.
Demmissieâs approach to emotional intelligence isnât abstractâitâs tactical:
Meet new team members early. She personally connects with employees through Zoom calls or informal meetings to signal, âYour story matters.â
Encourage authenticity. By fostering authentic environments, she allows her teams to take creative risks and share bold ideas.
The takeaway for CEOs? You donât have to know everything, but you do need to connect. Start by actively listening to your teamâand watch how it transforms your company culture.
As someone whoâs weathered three major market crashesâthe dot-com bubble, the Global Financial Crisis, and the COVID-19 pandemicâDemmissie knows that resilience isnât about avoiding challenges. Itâs about methodically overcoming them.
âAs the saying goes, you donât eat an elephant all at once; you take one bite at a time,â she explains.
For CEOs grappling with the chaos of a rapidly changing fintech landscape, Demmissieâs advice is clear: plan strategically but act incrementally.
This deliberate yet impatient mindset has allowed her to lead with purpose through crises and turn disruption into opportunity. Her advice to leaders:
Focus on small, actionable steps that create momentum.
Build resilience by testing calculated risksâthe more frequently you do, the faster you recover.
Stop telling yourself false narratives about limitations; instead, observe the facts and act decisively.
Demmissie describes herself as a âhappy warriorââsomeone who combines high-performance leadership with humility and joy. She believes that building a company isnât just about hitting KPIs; itâs about ensuring that your people find meaning and value in their work.
âTo create a high-performing company, you need the sticky glue of a cohesive culture,â she says. And that glue starts with the leader.
Her philosophy is rooted in rejecting false binaries. âWe live in an era of âand,ââ she explains. âSocial investing and traditional investing can coexist. Innovation and responsibility can coexist. Inclusivity and merit can coexist.â
For fintech founders navigating an industry at a crossroadsâwhere disruption meets scrutinyâthis perspective is critical. By embracing complexity, leaders can innovate responsibly and scale sustainably.
Her challenge to leaders: Are you adaptable enough to harness change, or will it sweep you away?
For those ready to embrace disruption and build something that lasts: take one bite at a time.
The Common Thread: Why These Stories Matter
Hereâs the thing about both powerhouses: their journeys arenât just about personal success. Theyâre about creating systems that work for everyone, not just a few.
Lirio Marcelo took the chaos of family care and turned it into a scalable business that now helps millions. Demmissie took the exclusivity of Wall Street and said, âNo thanks. Letâs open this up to everyone.â
Both remind us that leadership isnât about maintaining the status quo. Itâs about questioning, challenging, and rebuilding it so that more people can thrive.
And yet, their stories also show us the cost of that kind of leadership. Breaking barriers isnât glamorousâitâs exhausting. Itâs facing rejection after rejection, navigating systemic bias, and showing up daily knowing that the odds arenât in your favor.
But we do it anyway.
What You Can Learn
If youâre a founder or just someone trying to figure out how to navigate your career, hereâs what Sheila and Lule taught me (and can teach you):
Start with Purpose: Solve real problems that matter to real people. Itâs good for your business's bottom lineâitâs good for humanity.
Lead with Empathy: People want to feel seen, whether youâre building a team or a product. Make that your priority. When people feel seen, theyâll build with you.
Embrace Disruption: Change always wins. Be the one driving it, not resisting it.
Build Resilience: The road to success isnât linear. Prepare for setbacksâand donât let them define you. As Lirio Marcelo says, âAlways be raising.â
Lift as You Climb: Sheila and Lule arenât just building companies but ladders for others. Do the same. Abundance is momentous and multiplying.
Want to hear Sheila and Luleâs insights firsthand? Join us on Dec 9 at the Femmy Awards, where these two powerhouses will take the stage as our keynote speakers.
Seats are limited, so donât wait. Come for the inspiration, stay for the community, and leave ready to take on anything. Tickets are here.
See you there.
WTF ELSE?
Mastercard launches open banking partnership with Unzer
UK female funding boost as ÂŁ250m+ raised for Invest in Women Taskforce
Artificial Intelligence (AI) in fintech business research report 2024
Ether: Why the second largest cryptocurrency can't keep up with bitcoin
Disney to pay $43 million to settle class action over gender pay gap
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I WANT IT, I GOT IT
đ° Todayâs Read: Dare To Launch: Mini MBA for First-Time Entrepreneurs - No Student Loan Required by an incredible author I recently met at one of the Fintech Is Femme events, Anne Cocquyt.
đż Todayâs Watch: I experienced Wicked â the movie dominating the Internet and cultural zeitgeist in theaters last weekend. I can't recall the last time I enjoyed a theater experience this much. It's an exceptional film to watch, especially at this moment. Its commentary on our world is incredibly relevant, even 20 years after its debut.
đ Todayâs Listen: Tune in to my latest podcast episode on Humans of Fintech, featuring Tori Dunlap, a leading figure in personal finance. This episode delves into financial literacy, leadership, and strategies for achieving financial equity. Prepare to be inspired and equipped with actionable steps for success. Tune in here!
FINTUNES
Listening to this powerhouse song is an experience like no other. The vocals are incredible, and the music and lyrics are perfectly crafted. As an entrepreneur who faced a challengingâyet fruitfulâyear while taking ownership of my company, I deeply connect with Elphaba's journey. Iâve had to changeâa lot and trust my instincts. It's a sentiment that resonates with all of us, isn't it?
LETâS CONNECT
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đ Increase your expertise by ordering your copy of my book, Fintech Feminists: Increasing Inclusion, Redefining Innovation, and Changing the Future for Women Around the World.
Thatâs all for now! See you Thursday!
Love,
Nicole đ