Fintech Builders

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GTM conversations with founders building the future of Fintech.

  1. How Safebooks AI positioned against the 80% accuracy standard that makes AI unacceptable in finance | Ahikam Kaufman

    8H AGO

    How Safebooks AI positioned against the 80% accuracy standard that makes AI unacceptable in finance | Ahikam Kaufman

    Safebooks AI is building the infrastructure layer that makes agentic AI safe to operate inside the office of the CFO. Where most finance automation tools solve point problems — AP, AR, billing, reconciliation — Safebooks ingests data end to end across every system in a company's financial stack: CPQ, CRM, contract management, billing, ERP, and banking. Using graph AI technology, it normalizes that data into a complete, traversable audit trail so AI agents can process every transaction with the accuracy and completeness that financial compliance actually demands. In a recent episode of BUILDERS, we sat down with ⁠Ahikam Kaufman⁠, Co-Founder & CEO of ⁠Safebooks AI⁠, to learn how a career inside the office of the CFO — including time at Mercury Interactive and a post-acquisition role at Intuit — led him to build the data infrastructure layer that makes agentic finance real. Topics Discussed: Why the office of the CFO requires a fundamentally different accuracy standard than any other AI use case — and how Safebooks architected around that constraint from day one How graph AI technology creates a unified, end-to-end audit trail across structured and unstructured financial systems The SOC1 certification strategy and customer UAT process Safebooks uses to establish trust with risk-averse finance buyers Why Ahikam positions around "finance operations automation" rather than "financial data governance" — and the category design logic behind that choice GTM Lessons For B2B Founders: The accuracy ceiling is your positioning. Most AI go-to-market is built around aggregate improvement metrics — productivity gains, error reduction percentages, time saved. Safebooks identified that this framing actively undermines trust with their specific buyer. As Ahikam put it: "When you run AI for marketing or sales and let's say 80% is correct, then that's good enough. In finance, it's not good enough." He didn't just say this in sales conversations — he built the entire product architecture around it, including the graph AI layer that creates a complete transaction audit trail before any agent touches the data. Founders targeting regulated or high-stakes buyers should pressure-test whether their accuracy positioning is calibrated to their ICP's actual risk tolerance, not to the median SaaS buyer's. If your buyer operates in an environment where partial accuracy creates liability, that ceiling is your sharpest differentiator — lead with it explicitly. Use compliance certifications as a trust wedge, not a checkbox. Safebooks pursued SOC1 certification — a standard typically associated with financial controls audits, not software products — as an active part of their sales motion with CFO buyers. Paired with customer UAT against their own historical data, this creates a proof path that doesn't require the buyer to take Safebooks' word for anything. The sequence matters: let the prospect run their own validation against data they already know, then back it with a certification framework they already respect. Founders selling into enterprise buyers with established risk and compliance functions should map the specific third-party certifications their buyers already rely on and pursue those proactively, rather than building a trust narrative entirely on case studies. //  Sponsors: Front Lines — We help B2B tech companies launch, manage, and grow podcasts that drive demand, awareness, and thought leadership.⁠ www.FrontLines.io⁠ The Global Talent Co. — We help tech startups find, vet, hire, pay, and retain amazing marketing talent that costs 50-70% less than the US & Europe.⁠ www.GlobalTalent.co⁠ // Don't Miss: New Podcast Series — How I Hire Senior GTM leaders share the tactical hiring frameworks they use to build winning revenue teams. Hosted by Andy Mowat, who scaled 4 unicorns from $10M to $100M+ ARR and launched Whispered to help executives find their next role.  Subscribe here:⁠ https://open.spotify.com/show/53yCHlPfLSMFimtv0riPyM

    17 min
  2. What ToltIQ's co-founder — a former KKR CIO — says founders must never do when selling AI to financial services buyers | Ed Brandman

    5D AGO

    What ToltIQ's co-founder — a former KKR CIO — says founders must never do when selling AI to financial services buyers | Ed Brandman

    Ed Brandman⁠ spent decades in global financial services before retiring in 2018. His last chapter before stepping away was at KKR — where he joined when the firm had just 390 people and left having helped build it into one of the most recognizable names in alternative assets. Five years later, a conversation with his son (now his co-founder) about the due diligence process pulled him back. That became ⁠ToltIQ⁠, an AI-native platform built specifically for private markets. In this episode of BUILDERS, Ed breaks down a GTM that ran entirely on referrals for two-plus years, how a deliberate industry-first hiring policy replaced a sales team, and what founders consistently get wrong when trying to sell AI to financial services buyers who are already overwhelmed. Topics Discussed: Why Ed and his co-founder targeted the front end of the investment workflow — not back-office ops — as the highest AI leverage point The deliberate decision to staff 70% of the team, including engineers, from inside the industry How ToltIQ generated 8–10 inbounds per week for two years with no outbound motion — and what finally made them add one Running a 30-person team against a 100-person competitor using AI internally across the entire org The three things Ed tells every founder trying to sell into financial services CIOs Why the Frontier model providers (OpenAI, Anthropic) may be the biggest threat founders aren't pricing into their moat GTM Lessons For B2B Founders: The highest AI leverage in financial services isn't where most founders look. Ed's conviction from the start — drawn directly from his time inside KKR — was that the front end of investment workflows (diligence, capital raising, investor relations, sourcing) would yield far more from AI than operational back-office processes. That's the opposite of where most AI vendors pitch. If you're building for a specialized vertical, time spent inside the industry isn't just helpful for credibility — it's how you identify where the real leverage is before you build anything. Hire the domain, then train for the tool. 70% of ToltIQ's team — including engineers and the client-facing org — came from inside private markets. Ed's view: if clients can sit across from your team and feel understood before the demo starts, you've already cleared the biggest hurdle in enterprise sales. This wasn't incidental. It was a deliberate hiring philosophy from day one, and it scaled the business before there was a sales playbook. Referral growth at this scale requires earning it, not engineering it. ToltIQ had no outbound motion for more than two years and was still fielding 8–10 inbounds per week by the end of 2025. Ed's explanation: the time they invested in onboarding clients — working through problems with them, being transparent about limitations, iterating in the open — made clients want to refer peers. In tight-knit professional networks like private markets, the quality of the relationship drives referrals more than the quality of the product alone. The referral engine sustained the company through 2025 and into 2026 before they felt the ceiling. // Sponsors: Front Lines — We help B2B tech companies launch, manage, and grow podcasts that drive demand, awareness, and thought leadership.⁠ www.FrontLines.io⁠ The Global Talent Co. — We help tech startups find, vet, hire, pay, and retain amazing marketing talent that costs 50-70% less than the US & Europe.⁠ www.GlobalTalent.co⁠ // Don't Miss: New Podcast Series — How I Hire Senior GTM leaders share the tactical hiring frameworks they use to build winning revenue teams. Hosted by Andy Mowat, who scaled 4 unicorns from $10M to $100M+ ARR and launched Whispered to help executives find their next role.  Subscribe here:⁠ https://open.spotify.com/show/53yCHlPfLSMFimtv0riPyM

    27 min
  3. How GradBridge is building distribution through school partnerships to reach students at the point of decline | Jen O'Donald

    MAR 31

    How GradBridge is building distribution through school partnerships to reach students at the point of decline | Jen O'Donald

    Every year, more than half of private student loan applicants get declined. Not because they're unserious about their education — but because they narrowly miss a credit cutoff. For upperclassmen and grad students already deep into a degree, that rejection often means dropping out. ⁠Jen O'Donald⁠ spent 13 years at Sallie Mae, most recently running product, watching this gap go unsolved. So she built ⁠GradBridge⁠ to solve it — creating an entirely new category in student lending: the second look. In this episode, Jen breaks down what it actually takes to go from zero to live in heavily regulated fintech, how she managed a multi-stakeholder launch across a sponsor bank, servicing platform, and compliance stack, and why federal student loan policy shifts are reshaping the entire private lending market in real time. Topics Discussed: Why half of private student loan applicants get declined — and what it costs them How GradBridge identified and defined a category that didn't previously exist The "circular reference" problem of building in regulated fintech and how to move through it Coordinating a launch across a sponsor bank, origination platform, servicing platform, and compliance stack How federal policy changes are shifting private student loan demand — and how GradBridge repositioned in real time School partnerships and referral channels as the core distribution strategy What "flawless execution" looks like in a zero-tolerance regulated environment heading into peak season // Sponsors: Front Lines — We help B2B tech companies launch, manage, and grow podcasts that drive demand, awareness, and thought leadership.⁠ www.FrontLines.io⁠ The Global Talent Co. — We help tech startups find, vet, hire, pay, and retain amazing marketing talent that costs 50-70% less than the US & Europe.⁠ www.GlobalTalent.co⁠ // Don't Miss: New Podcast Series — How I Hire Senior GTM leaders share the tactical hiring frameworks they use to build winning revenue teams. Hosted by Andy Mowat, who scaled 4 unicorns from $10M to $100M+ ARR and launched Whispered to help executives find their next role. Subscribe here:⁠ https://open.spotify.com/show/53yCHlPfLSMFimtv0riPyM

    17 min
  4. Why up to 50% of Savvy Wealth’s marketing budget goes towards experimentation

    MAR 23

    Why up to 50% of Savvy Wealth’s marketing budget goes towards experimentation

    Savvy Wealth⁠ is an AI-enabled platform for independent financial advisors — solo operators and small teams — that handles everything from CRM and billing to compliance, investment management, and financial planning. In this episode of BUILDERS, I sat down with ⁠Ritik Malhotra⁠, Founder & CEO, to get into the GTM mechanics behind selling into one of the most trust-locked markets in financial services: advisors who don't just buy software — they move their entire business. Topics Discussed: What Ritik took — and deliberately inverted — from watching Brex scale from ~$5M to $100M in revenue in a single yearWhy Savvy's GTM motion is structurally closer to recruiting than B2B sales — and what that means for team designHow a data science-driven "likelihood to move" model shapes top-of-funnel targetingWhat's actually driving growth: brand trust and advisor word-of-mouth over outboundWhy cold email and conference booths underdelivered, and the experimentation framework Ritik runs insteadHow Savvy deliberately blends adjacent-industry sales talent with wealth management insidersWhy the "AI replaces the advisor" framing gets the value prop of human financial guidance fundamentally wrongThe long-term vision: a fully vertically integrated operating system for financial advisors, orchestrated by proactive AI agents // Sponsors: Front Lines — We help B2B tech companies launch, manage, and grow podcasts that drive demand, awareness, and thought leadership. www.FrontLines.io The Global Talent Co. — We help tech startups find, vet, hire, pay, and retain amazing marketing talent that costs 50-70% less than the US & Europe. www.GlobalTalent.co // Don't Miss: New Podcast Series — How I Hire Senior GTM leaders share the tactical hiring frameworks they use to build winning revenue teams. Hosted by Andy Mowat, who scaled 4 unicorns from $10M to $100M+ ARR and launched Whispered to help executives find their next role. Subscribe here: https://open.spotify.com/show/53yCHlPfLSMFimtv0riPyM

    25 min
  5. How Monet used Facebook groups to sign up 7,500 content creators before building the product

    MAR 11

    How Monet used Facebook groups to sign up 7,500 content creators before building the product

    Jacob Casson⁠ spent years trying to solve cash flow for the entertainment and media industry — influencer agencies, production houses, film and TV — while nearly running his own company into the ground twice. In this episode, he breaks down how ⁠Monet⁠ evolved from a creator banking product into a financial back office and lending platform, how he recapitalized under a hostile takeover attempt, and why the UK media industry is one of the most defensible fintech niches nobody is building for. Topics Discussed: Why traditional lenders systematically misprice influencer agency riskHow Monet ended up inside Coldplay's global marketing payment flowsThe pivot from creator-facing banking to agency financial infrastructureSurviving a hostile takeover attempt and engineering a recapitalizationThe decision to stay UK-focused in 2025 and what it would actually take to enter the USExpanding into film and TV debt: tax credits, pre-sales, and broadcasting license feesRaising debt vs. equity: why conflating the two is a costly fintech mistakeThe founder psychology of performing better under pressure than in calm // Sponsors: Front Lines — Silicon Valley's leading Podcast Production Studio. We help B2B tech companies launch, manage, and grow podcasts that drive demand, awareness, and thought leadership. Mention you are a listener and get a 10% discount.⁠ www.FrontLines.io/Podcast-as-a-Service

    28 min
  6. How Palla Financial navigates selling to banks with no standard buyer: from remittance teams to CEOs | Enrique Perezalonso

    FEB 24

    How Palla Financial navigates selling to banks with no standard buyer: from remittance teams to CEOs | Enrique Perezalonso

    The cross-border payments market remains stubbornly difficult despite billions in venture capital and countless smart founders attacking the problem. The core challenge isn't technology—it's economics. Western Union's margins weren't exploitative greed; they reflected the brutal reality of cash distribution networks, compliance infrastructure, and dual-country regulatory overhead. Palla Financial cracked this by inverting the entire model: instead of fighting for expensive US-based senders, they partnered with Latin American banks to let recipients pull funds. This approach taps into the world's largest remittance corridor ($160+ billion annually flowing from the US to Latin America) while sidestepping the customer acquisition bloodbath. In this episode, ⁠Enrique Perezalonso⁠, CEO of ⁠Palla Financial⁠, breaks down why recipient-driven payments eliminate distribution costs, how they rebuilt their product three times based on bank feedback, and why the "no CAC" embedded model still requires massive partner investment to actually work. Topics Discussed: Why cross-border payments remain broken: dual-country regulations, cash distribution economics, and two-sided transaction complexityThe shift from cash-based infrastructure to digital rails and its impact on unit economicsPalla's pull-based model: embedding payment requests inside bank apps to flip sender/recipient dynamicsRevenue mechanics: $3 consumer fees, FX markup economics, and interchange/revenue sharing with bank partnersThe buy-vs-build calculus for banks and why a Central American banking group returned after a four-year internal build attemptCreating a new category and watching competitors attempt to copy the embedded approachSelling into banks with no standardized buyer: navigating from remittance teams to CEOs depending on organizational maturityThe reality of "indirect" CAC: why embedded distribution still requires heavy investment in partner successImplementation failures and the shift from hands-off best practices to consultative partner enablementGTM Lessons For B2B Founders: Flip expensive distribution by attacking the other side of the transaction: While competitors burned cash acquiring US-based senders in saturated corridors (US-Mexico, US-India), Palla partnered with recipient-side banks in Latin America. Target buyers who already tried and failed to build: A Central American banking group spent nine months evaluating Palla, decided to build internally, then returned four years later. This wasn't poor execution—it was competing priorities, lack of scale economics, and the reality that cross-border payments isn't their core business. "Embedded" and "no CAC" are myths without massive partner investment: Palla initially provided best practice guides and light coaching, assuming banks would naturally drive adoption. They saw "lackluster results" until they became "more and more hands-on," shifting to consultative implementation with proper incentive design and accountability frameworks. Use speed to rebuild the product in real-time with customers: The product Palla launched bears little resemblance to their original vision. They rebuilt features "hand in hand" with bank partners, leveraging their advantage over large competitors: no bureaucracy, hunger to make it work, and speed. // Sponsors: Front Lines — We help B2B tech companies launch, manage, and grow podcasts that drive demand, awareness, and thought leadership.⁠ www.FrontLines.io⁠ The Global Talent Co. — We help tech startups find, vet, hire, pay, and retain amazing marketing talent that costs 50-70% less than the US & Europe.⁠ www.GlobalTalent.co⁠ // Don't Miss: New Podcast Series — How I Hire Senior GTM leaders share the tactical hiring frameworks they use to build winning revenue teams. Hosted by Andy Mowat, who scaled 4 unicorns from $10M to $100M+ ARR and launched Whispered to help executives find their next role. Subscribe here:⁠ https://open.spotify.com/show/53yCHlPfLSMFimtv0riPyM

    23 min
  7. How Maxima moved upmarket from 10-person startups to 500-1,000 employee companies after early customer feedback | Yogi Goel (Maxima)

    FEB 9

    How Maxima moved upmarket from 10-person startups to 500-1,000 employee companies after early customer feedback | Yogi Goel (Maxima)

    Maxima is building AI agents that automate enterprise accounting while maintaining the auditability and control standards finance teams require. In a recent episode of BUILDERS, we sat down with ⁠Yogi Goel⁠, CEO and Co-Founder of ⁠Maxima⁠, to explore his eight-year journey at Rubrik from Series C through IPO, and how those lessons shaped his approach to solving the 70-80% of finance time currently wasted on manual work. Topics Discussed: Why Rubrik's approach—entering stagnant markets with first-principles thinking—became Maxima's blueprintSecuring $3K-$5K POC commitments from Figma mockups before writing codeWhy Scale AI and Rippling rejected a point solution and demanded 3-4 modules from day oneThe compound startup model: building multiple products simultaneously to meet buyer expectationsHow 17% of CFOs are adopting AI tools today (vs 51% in software development)Why finance teams view AI agents as "digital college freshmen" who need proof of workHiring from YouTube Studios, Apple, and Robinhood instead of legacy finance software companiesHow NetSuite World conference booth sizes revealed the data integration infrastructure gapThe $3K-$5K validation threshold that proved finance pain was urgent enough to pay pre-product GTM Lessons For B2B Founders: Demand generation unlocks engineering potential: Yogi learned from his Rubrik mentors: "focus on demand and if you have great engineers then they will solve the problems." Maxima built products in 2-3 months they didn't initially know were technically feasible—because customer demand pulled the engineering team forward. $3K-$5K is the pre-product validation threshold: Before writing any code, Yogi secured POC commitments at this price point based solely on Figma mockups. This isn't about revenue—it's about proving urgency. Verbal interest means nothing. Small pilot commitments mean "we'll try it someday." Sophisticated buyers will reject your narrow MVP: Scale AI and Rippling told Maxima explicitly: "If you will only build this one thing, we will not buy. You have to commit to building three, four modules." Conventional wisdom says start narrow, but enterprise buyers with complex workflows won't adopt point solutions that create new integration headaches. Target acute pain over easy access: Early-stage companies (10-30 people) were easier to reach but finance wasn't urgent enough. At that scale, it's "build product, ship product"—finance operations aren't broken enough to warrant urgent attention. Hire intensity and first-principles thinking over domain knowledge: Maxima deliberately hired zero engineers from legacy finance software companies. Their frontend engineer came from YouTube Studios. Others came from Apple, Robinhood, Netflix—none with financial product experience. Yogi's three hiring criteria: "incredible intensity, huge confidence in themselves, and fast thinking mode." Make AI explainable or finance teams won't adopt: Finance teams adopted faster than expected because Maxima showed every calculation step. "If they can prove by looking at the Math, you know, 18 plus 88 plus 36 is X. And I can see the step of the work, they are willing to give it to them." This isn't about fancy UX—it's about auditor-grade proof of work. // Sponsors: Front Lines — We help B2B tech companies launch, manage, and grow podcasts that drive demand, awareness, and thought leadership.⁠ www.FrontLines.io⁠ The Global Talent Co. — We help tech startups find, vet, hire, pay, and retain amazing marketing talent that costs 50-70% less than the US & Europe.⁠ www.GlobalTalent.co⁠ // Don't Miss: New Podcast Series — How I Hire Senior GTM leaders share the tactical hiring frameworks they use to build winning revenue teams. Hosted by Andy Mowat, who scaled 4 unicorns from $10M to $100M+ ARR and launched Whispered to help executives find their next role. Subscribe here:⁠ https://open.spotify.com/show/53yCHlPfLSMFimtv0riPyM

    23 min
  8. How Rainforest justifies the ROI of hosting a podcast and conference | Joshua Silver

    JAN 29

    How Rainforest justifies the ROI of hosting a podcast and conference | Joshua Silver

    Rainforest⁠ enables vertical software companies to embed payment processing directly into their platforms - solving the complexity that previously forced software companies to direct customers to separate banks or resellers for payment processing. Founded by ⁠Joshua Silver⁠, who spent nearly 20 years in payments starting with PatientCo (a healthcare billing company that scaled to process billions for major healthcare organizations), Rainforest now serves as the enabling layer for thousands of vertical software companies. In this episode of BUILDERS, Joshua shares the unconventional GTM decisions that shaped Rainforest's trajectory: from making contracts a product feature to implementing a zero bugs policy, and why he measures podcast success by qualified lead conversion rather than download counts. Topics Discussed: The embedded payments opportunity: why software companies stopped directing customers to banksBuilding in highly regulated environments where traditional MVP approaches failThe extended foundation-building phase required before processing the first paymentTransitioning from 2.5-3 years of founder-led sales to a scalable GTM motionUsing contract terms as competitive differentiation rather than negotiation leverageImplementing a zero bugs policy and its impact on service costs and retentionBuilding thought leadership through the Payment Strategy Show and Vertex conferenceLead quality metrics over vanity metrics for content investmentsGTM Lessons For B2B Founders: Hire from the industry and invest disproportionately in technical onboarding: Rainforest maintains one of the highest concentrations of payments talent on a percentage basis—nearly everyone has worked in payments or payments-adjacent roles. But hiring isn't enough. Joshua obsesses over training because in complex sales, prospects ask detailed technical questions and "the moment that you give bad answers or don't know your stuff, they're going to detect that and that's going to detract a lot from the trust." When selling technical infrastructure, surface-level product knowledge kills deals. Engineer your standard contract to eliminate negotiation cycles: Joshua inverted conventional wisdom by making Rainforest's standard contract "overly favorable to the client"—no hidden terms, no punitive clauses, no exclusivity provisions. The result: "We don't have to spend a lot of legal time going back and forth. We don't have to invest a lot of time and by the way, burning a lot of goodwill too in contract negotiations." Embed sales capabilities into your customer success function: Rainforest trains their CS team on negotiation tactics, value selling, and objection handling—competencies rarely developed in post-sale teams. Joshua noted the primary goal is customer assistance, but growth is an underlying objective. Enforce a zero bugs backlog in high-stakes environments: Joshua's unofficial core value—"don't f with the money"—manifests in their zero bugs policy. It's not that they never create bugs; it's that "we don't tolerate living with them. We don't have a backlog of bugs to fix." When a bug is validated, they fix it immediately. His head of engineering recently discussed this on a podcast because people find it radical. // Sponsors: Front Lines — We help B2B tech companies launch, manage, and grow podcasts that drive demand, awareness, and thought leadership.⁠ www.FrontLines.io⁠ The Global Talent Co. — We help tech startups find, vet, hire, pay, and retain amazing marketing talent that costs 50-70% less than the US & Europe.⁠ www.GlobalTalent.co⁠ // Don't Miss: New Podcast Series — How I Hire Senior GTM leaders share the tactical hiring frameworks they use to build winning revenue teams. Hosted by Andy Mowat, who scaled 4 unicorns from $10M to $100M+ ARR and launched Whispered to help executives find their next role. Subscribe here:⁠ https://open.spotify.com/show/53yCHlPfLSMFimtv0riPyM

    23 min

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GTM conversations with founders building the future of Fintech.