Listen Here

| |

Conversation
Highlights

 

Building Trust in Fintech: Finally.com’s Unconventional Path to SMB Finance Automation

When Felix Rodriguez set out to acquire the Finally.com domain for his finance automation platform, he faced what seemed like an impossible challenge. The domain was owned by a successful entrepreneur who had already taken a company public and sold it to Yahoo. Money alone wouldn’t be enough to secure the deal. Instead of a traditional transaction, Felix took an unexpected approach: he pitched the vision of his company directly to the owner.

“I had to get on the phone with him and pitch him the vision, the idea, and I sold him on the vision of finally you can get everything in one place in terms of your finances and all your back office in front office that you need to run your business,” Felix explains. The strategy worked – not only did Felix secure the domain, but the previous owner became an advisor and shareholder in the company.

This story exemplifies Finally.com’s broader approach to building a finance automation platform: focusing on vision, team building, and relentless execution. With over $110 million in funding, the company has grown from speaking with 20-30 potential customers per month to engaging with over 1,000 businesses monthly.

The Evolution of Building B2B Software

Having founded multiple companies since 2003, Felix has witnessed firsthand how building B2B software has transformed. In the early 2000s, the lack of APIs meant building everything from scratch. “I don’t think people knew what an API was. So if you’re building anything, chances are you’re probably building all of it yourself,” Felix recalls. “You’re taking like, non technology and archaic ways of doing things and try to build technology on top of it.”

This experience shapes Finally’s current approach to product development. The company started with AI capabilities five years ago, before the widespread availability of transformers and LLMs. Today, they maintain a dedicated AI engineering team working on proprietary models like Prometheus, giving them an edge over traditional financial service providers.

The Sales-Led Growth Engine

While many fintech companies focus purely on product-led growth, Finally has found success in building a robust inside sales operation. Felix maintains that being the first sales representative is crucial for founders: “I feel like if I could sell it myself, if I could solve someone’s pain, then I can help teach others what’s resonating in the market and with customers.”

This hands-on approach to sales has helped Finally develop both their product and their go-to-market strategy. Even now, as CEO, Felix still participates in larger deals to stay connected with customer needs. As he puts it, “You got to sell the product, you got to sell the vision, you got to sell new recruits, you got to sell investors, you got to sell your vision continuously. You’re never going to stop.”

Vertical-Specific Messaging in a Multi-Product Platform

One of Finally’s key learnings has been the importance of tailoring their messaging to specific verticals, despite having a broad product offering that includes bookkeeping, expense management, corporate cards, bill pay, invoicing, and payroll. Felix illustrates this with a practical example: “A dentist probably doesn’t care about, like, invoicing. They don’t invoice consumers that come in for their dental work. So definitely don’t send a dentist messaging about sending invoices.”

The Fintech Challenge

For founders looking to enter the fintech space, Felix offers a counterintuitive piece of advice: don’t start with fintech. “I’d probably start with some kind of software and then figure out how to layer fintech in. Just because fintech, it’s very costly and takes a lot of time, rightfully so.”

Instead, he recommends focusing first on customer acquisition: “What you really should be focused on is ways of getting customers. You can figure out how to get customers… pipeline over everything. Then you can build something long term.”

This approach reflects Finally’s own journey of balancing speed with regulatory requirements. As Felix notes, “If it was just AI and SaaS, you’d go super fast. Super, super fast. But the minute you throw in some fintech stuff, adds complexity and regulatory stuff and compliance things.”

Looking Ahead

Finally’s vision extends beyond just providing financial tools. They aim to bring “simplicity back” to small business operations, allowing business owners to focus on their core competencies rather than juggling multiple software solutions. With their combination of AI capabilities, comprehensive financial services, and vertical-specific approach, they’re working to become what Felix describes as a “platform of platforms” for SMB finance.

For B2B tech founders, Finally’s journey offers valuable lessons in the importance of vision-driven sales, the balance between product and sales-led growth, and the strategic advantages of starting with core software capabilities before expanding into regulated spaces like fintech.

Actionable
Takeaways

Customer-Centric Messaging:

Tailor your marketing messages to the specific needs of different customer segments to improve conversion rates and reduce CAC.

Test and Iterate:

Treat marketing efforts as experiments. Always be testing various channels and approaches to find what works best for your audience.

Founder-Led Sales:

As a founder, leading the initial sales efforts can provide valuable insights into customer pain points and help refine the product and sales process.

Combine Software and Fintech:

For new fintech ventures, consider starting with a software solution and layering fintech elements later to manage costs and regulatory complexities.

Focus on Pipeline:

Prioritize building a strong pipeline of potential customers. Consistent and robust customer acquisition strategies are crucial for long-term success.

Recommended Founder
Interviews

Ben Goldin

CEO and Founder of Plumery

Ben Goldin, CEO and Founder of Plumery: $4.5 Million Raised to Power the Future of Digital Engagement for Banks

Steve Pomfret

Steve Pomfret, CEO & Founder of Cygnetise: $8 Million Raised to Build the Future of Signatory Management

Steven Greene

CEO of Standard Practice

Steven Greene, CEO & Co-Founder of Standard Practice (Previously Nibble Health): $8 Million Raised to Bring the Fintech Revolution to the World Healthcare Payments

Brendan Playford

CEO of Pngme

Brendan Playford, CEO of Pngme: $18 Million Raised to Support Financial Inclusivity and Unlock Economic Potential Across the Developing World

Scott Dorey

Co-Founder of OpenPath

Scott Dorey, Co-Founder of OpenPath: $25 Million Raised to Build the Future of Payments

Julio Martínez

Co-Founder and CEO of Abacum

Julio Martínez, Co-Founder and CEO at Abacum: $40 Million Raised to Build the Future of FP&A

Ron Benegbi

CEO & Founder of Uplinq

Ron Benegbi, CEO & Founder at Uplinq: Over $5 Million Raised to Transform SMB Lender’s Existing Credit Evaluation Process

John Lunn

CEO and Founder of Gr4vy

John Lunn, CEO and Founder of Gr4vy: $27 Million Raised to Build the Future of Payments Infrastructure

Laura Kornhauser

Co-Founder and CEO of Stratyfy

Laura Kornhauser, Co-Founder and CEO at Stratyfy: $10 Million Raised to Power the Future of Financial Inclusion

Dan Beck

Dan Beck, CEO & Co-Founder of 401GO: $14 Million Raised to Build the Future of Retirement Benefits for Small Businesses

Daniel Grunstein

CEO and Co-Founder of Crowded

Daniel Grunstein, CEO and Co-Founder of Crowded: $6.4 Million Raised to Transform Nonprofit Financial Management

Kevin Hart

Founder and CEO of Green Check Verified

Kevin Hart, Founder and CEO of Green Check Verified: $16 Million Raised to Power the Future of the Cannabis Business

Jonas Overgaard

CEO of Anyday.io

Jonas Overgaard, CEO of Anyday.io: $4M Raised to Transform the Buy Now Pay Later Market

Nik Talreja

CEO & Co-Founder of Sydecar

Nik Talreja, CEO & Co-Founder of Sydecar: Over $16 Million Raised to Make Venture Deal Execution a Frictionless Process

Don Muir

CEO of Arc

Don Muir, CEO of Arc: Over $180 Million Raised to Empower Startups with a Better Cash Management Experience

Swapnil Shinde

CEO and Co-Founder of Zeni

Swapnil Shinde, CEO and Co-Founder of Zeni: $47+ Million Raised to Build the Finance Operations Category

Reed Switzer

CEO of Hopscotch

Reed Switzer, CEO of Hopscotch: $10M to Build the Future of B2B Payments For SMBs

Stephany Kirkpatrick

CEO and Founder of Orum

Stephany Kirkpatrick, CEO and Founder of Orum: Over $85 Million Raised to Build an API integration for Instant Payouts

Helen Chong

Head of Growth of Puzzle

Helen Chong, Head of Growth at Puzzle: Collaborating with Founders – Insights for Effective Marketing Alignment

Magali Chapuis

Marketing Manager of Embat

Magali Chapuis, Marketing Manager of Embat: Strategic Insights for Scaling Fintech Marketing Across Borders

Thibaut Sahagian

CEO of Multis

Thibaut Sahagian, CEO of Multis: $9 Million Raised to Build a New Category of Software Designed to Meet the Needs of Web3 Organizations

Eric Velasquez Frenkiel

Founder and CEO of Pomelo

Eric Velasquez Frenkiel, CEO of Pomelo: $70 Million Raised to Build the Future of Remittance

Colin Luce

CEO & Co-Founder of Basis Theory

Colin Luce, CEO & Co-Founder of Basis Theory: $20 Million Raised to Build the Future of Payments Tokenization

Ahmad Ibrahim

CEO of NeoTax

Ibrahim, CEO of NeoTax: $13 Million Raised to Build the Future of Tax Automation

Olga Chin

CEO and Founder of InterPrice Technologies

Olga Chin, CEO and Founder of InterPrice Technologies: Over $10 Million Raised to Build the Future of Capital Markets Treasury Management

Rodney Reisdorf

Co-Founder & CEO of Co-Founder & CEO

Rodney Reisdorf, CEO of Verivend: $3 Million Raised Transform Private Capital Transactions

Jack McDonald

CEO of PolySign

Jack McDonald, CEO of PolySign: $50 Million Raised to Power the Future of Digital Assets

Arik Shtilman

CEO of Rapyd

Arik Shtilman, Rapyd: $15 Billion Valuation (Unicorn Builders)

Iris Pfeifer

VP of Growth of Wisetack

Iris Pfeifer, VP of Growth at Wisetack: Mastering B2B Marketing Through Sales Alignment and Product Strategy

Fady Hawatmeh

Founder and CEO of Clockwork

Fady Hawatmeh, Founder and CEO of Clockwork: Nearly $3 Million Raised to Make Financial Modeling and Cash Flow Forecasting Easy

Shamir Karkal

Co-founder and CSO of Sila

Shamir Karkal, CEO of Sila: $20+ Million Raised to Build the Money API For Fintech

Ankit Ratan

Co-Founder and CEO of Signzy

Ankit Ratan, Co-Founder and CEO of Signzy: Over $38 Million Raised to Build the Future of Digital Onboarding Infrastructure

Brian King

CEO of LODAS Markets

Brian King, CEO of LODAS Markets: $8.5 Million Raised to Power the Future of Alternative Investments

Kalpesh Kapadia

CEO and Founder of Deserve

Kalpesh Kapadia, CEO and Founder of Deserve: $50 Million Raised to Build the Future of Credit Cards

Daumantas Dvilinskas

CEO & Co-Founder of TransferGo

Daumantas Dvilinskas, CEO & Co-Founder of TransferGo: $125 Million Raised to Build the Future of Cross-Border Payments

Yasmin Graeml

Marketing & Communication Leader of Flourish Fi

Yasmin, Marketing & Communication Leader at Flourish Fi: Driving Financial Engagement with Innovative Tech

Jeremy Almond

CEO & Founder of Paystand

Jeremy Almond, CEO & Founder of Paystand: $100M Raised to Power the Future of B2B Payments

Sohaib Zahid

CEO and Co-Founder of Railz

Sohaib Zahid, CEO and Co-Founder of Railz: $15 Million Raised to Build to Accounting Data as a Service Category

Florian Wimmer

Co-Founder & CEO of Blockpit

Florian Wimmer, Co-Founder & CEO of Blockpit: $15 Million Raised to Power the Future of Crypto Tax Management

Ben Borodach

Co-Founder and CEO of April

Ben Borodach, Co-Founder and CEO of April: $40 Million Raised to Embed Intelligent Tax Experiences

Rafael Loureiro

CEO of Wealth

Rafael Loureiro, CEO of Wealth: $16 Million Raised to Build the Future of Estate Planning

Patrick Mollard

CEO & Co-Founder of Fipto

Patrick Mollard, CEO & Co-Founder of Fipto: $16 Million Raised to Build the Future of Blockchain Payments

Bob Suh

CEO of OnCorps

Bob Suh, CEO of OnCorps: $18M Raised to Help Large Financial Institutions Solve Operational Problems with AI

Wade Arnold

CEO and Founder of Moov

Wade Arnold, CEO and Founder of Moov: $77.5 Million Raised to Build the Future of Embedded Payments