Share

Fintech Impact
Whatifi with Jon Cowley | E181
Ep. 181
•
In today’s episode, Jason talks to Jon Cowley, founder of Whatifi. It is a visual financial planning software and tool that helps people think through various scenarios in different methodologies than people are accustomed to.
Episode Highlights:
- 1.00: Jon says Whatifi is a highly visual low code financial scenario builder and projection platform, making it easy for professionals to visually create, calculate, present and share multiple financial scenarios to their clients.
- 1.46: Jon doesn’t come from a Fintech background; instead, he runs a VFX company. He has created some of the coolest movies and also some of the biggest duds. A lot of these are leveraging technology workflows for Jon.
- 3.03: Jason points out that most people think spreadsheets are developed for users, but very few people think about using presentation devices.
- 3.48: Considering the fundamental problems, Jon had built a software that connects all the logics and events.
- 04.01: Because each step is separate, it is very easy to follow along with the history. Utilizing this simple concept as base, Jon thought, why can’t he apply the same logic in Finance? Whatifi uses the same algorithm and calculates all accounting data.
- 05.13: So far, Jason has not seen any such concept in the Finance Industry. He says that spreadsheets exist for most financial planning software. He appreciates and says that “What Whatifi has done is very simple and logical.”
- 06.41: Jon shares excellent real-live scenarios where Whatifi’s algorithm can be used.
- 07.02: No, thing in our system is just a number, they are the whole set of metadata that is wrapped around, that allows downstream things to adjust accordingly.
- 08.00: Jon talks about building a roadmap so that every single day the starting point is accurate.
- 09.14: Jon points out the importance of planning goals.
- 09.40: Every day at Whatifi Jon’s team updates the baseline to see how they are progressing.
- 11.52: Jon shares Whatifi’s top 3 value propositions. First is with this framework, you can build scenarios far more quickly than the tools currently available. The second is the ultimate scenario. The third is Visualization.
- 13.23: Jason says it is not the Visualization, but the Causality is very transparent.
- 14.01: People who are indecisive and analytical are going to love Whatifi’s tool.
- 15.07: Jason says so many tools are niche at this moment.
- 17.19: Whatifi is the most unique decision-making software that Jason has seen so far. He is curious to know about the responses that Jon has received so far.
- 18.35: Jon says that advisors really like the concept of Whatifi.
- 20.53: Jon shares, “While we have calculation engine, we also have trigger roadmaps.”
- 23.30: Jon would like to see more collaboration between FinTech.
- 25.09: For Jon, the biggest challenge is that they are outsiders who are entering the Fintech world.
3 Key Points:
- Jason asks about Jon’s history and how he came across the idea to launch Whatifi.
- Listeners learn that nothing in our system is just a number; they are a whole set of metadata.
- Whatifi is a calculation engine, and we are using it to build scenarios for people, says Jon.
Tweetable Quotes:
- “Metadata gets modified day to day and passed down for calculations.”- Jon Cowley
- “No, thing in our system is just a number.” - Jon Cowley
- “There has always been a black box aspect to Financial Planning software.” - Jason Pereira
- “At the end of the day, it is all math.” - Jason Pereira
Resources Mentioned:
- LinkedIn - Whatifi
- LinkedIn - Jon Cowley
- Whatifi - Website
- Facebook – Jason Pereira’s Facebook
- LinkedIn – Jason Pereira’s LinkedIn
- Woodgate.com – Sponsor
- Podcast Editing
More episodes
View all episodes

421. CapIntel with James Rockwood | E421
32:11||Ep. 421Host Jason Pereira welcomes back CapIntel CEO James Rockwood to discuss the firm’s massive growth, now supporting over 20,000 advisors across North America. Rockwood explains how CapIntel moves beyond static PDFs by using interactive, cloud-based presentations to make complex investment products feel tangible for clients. The conversation dives into how the platform embeds compliance controls to prevent proposal errors, the impact of regulatory shifts like Reg BI, and how CapIntel is navigating its expansion into the competitive U.S. and Mexican markets.This episode is a must-listen for wealth management executives and advisors interested in how "hyper-personalization" and integrated compliance are redefining the modern investment proposal.Resources:Facebook – Jason Pereira's FacebookLinkedIn – Jason Pereira's LinkedInWoodgate.com – SponsorCapIntelLinkedIn - James Rockwood’s LinkedIn
420. Knomee with Marla Sofer | E420
35:25||Ep. 420Host Jason Pereira interviews Marla Sofer, Founder and CEO of Knomee, about her mission to bridge the "understanding gap" between wealth managers and their clients. Drawing on her leadership experience at JPMorgan, BlackRock, and Microsoft, Sofer explains how Knomee uses consumer-friendly "adventures" to capture a client’s true financial identity—defining what concepts like "security" actually mean to them. By turning this unique behavioural data into AI-synthesized insights, Knomee provides advisors with actionable conversation starters and next-best actions to deepen trust and accelerate conversions.This episode is a must-listen for advisors who want to move beyond generic financial planning and use behavioural intelligence to create more personalized, high-trust client relationships.Resources:Facebook – Jason Pereira's FacebookLinkedIn – Jason Pereira's LinkedInWoodgate.com – SponsorKnomeeLinkedIn - Marla Sofer’s LinkedIn
419. AdvisorCRM with Ryan Borer | E419
23:54||Ep. 419On this episode of FinTech Impact host Jason Pereira interviews Ryan Borer, CEO of Advisor CRM, about his mission to transform the CRM from a static database into an "action engine" for financial and insurance professionals. Inspired by his experience building proprietary tech for a TAMP, Borer explains how his platform avoids the rigid, breakable workflows of traditional systems by focusing on flexibility and data-driven signals. The conversation explores the shift toward a more open tech ecosystem—supported by Advisor CRM’s APIs—and introduces Trove, a new AI-driven opportunity intelligence tool designed to surface growth leads automatically.This episode is a must-listen for advisors frustrated by "clunky" CRM workflows and firm owners looking to stay ahead of the curve with AI-integrated client management.Resources:Facebook – Jason Pereira's FacebookLinkedIn – Jason Pereira's LinkedInWoodgate.com – SponsorAdvisorCRMLinkedIn - Ryan Borer’s LinkedIn
418. Nexhelm AI with Brian Abatemarco | E418
23:51||Ep. 418Host Jason Pereira interviews Brian Abatemarco, Head of Sales at Nexhelm AI, a platform launched in late 2025 to automate end-to-end financial workflows. Drawing on his 12 years as a CFP, Brian explains how Nexhelm connects existing tools—like CRMs, Outlook, and DocuSign—to execute complex tasks via simple prompts, ensuring advisors never "drop the ball" on client requests. The discussion covers the platform's ability to automate everything from onboarding to email filing, while touching on the broader challenges of scaling fintech and the vital role of CFP education in the AI era.This episode is a must-listen for forward-thinking advisors and operations leaders who are tired of manual data entry and want to see how "agentic AI" can finally bridge the gap between their disconnected software tools.Resources:Facebook – Jason Pereira's FacebookLinkedIn – Jason Pereira's LinkedInWoodgate.com – SponsorNexhelm AILinkedIn - Brian Abatemarco’s LinkedIn
417. Nitrogen with Dan Zitting | E417
22:12||Ep. 417Host Jason Pereira joins Nitrogen Wealth CEO Dan Zitting to discuss the company’s evolution from a niche risk-scoring tool into a comprehensive AI platform. Dan outlines how Nitrogen is leveraging a new agentic AI engine to automate the advisor meeting lifecycle, effectively shrinking hours of manual preparation into minutes. Beyond technical updates, the conversation dives into Nitrogen’s expanded suite—covering everything from portfolio research to tax education—and Dan’s vision for overcoming the data and compliance hurdles that currently slow down AI adoption in wealth management.This episode is a must-listen for financial advisors and RIA owners looking to reclaim their schedules through automation, as well as fintech enthusiasts interested in how legacy brands successfully navigate a total AI-centric pivot.Resources:Facebook – Jason Pereira's FacebookLinkedIn – Jason Pereira's LinkedInWoodgate.com – SponsorNitrogen WealthLinkedIn - Dan Zitting’s LinkedIn
416. Hamachi.ai with Mike Wilson | E416
33:52||Ep. 416In this episode of FinTech Impact, host Jason Pereira interviews Mike Wilson, CEO and co-founder of Hamachi, an AI governance layer for financial advisors that unifies data from systems like CRMs and portfolio platforms to power workflow “bots” such as a daily dossier and household brief. Wilson explains Hamachi’s origin, its compliance-first guardrails, and its strategy to embed via integrations and API rather than compete for the advisor desktop. They also discuss roadmap integrations and partners, including TaxStatus, FP Pathfinder, Financial’s client portal distribution, and potential research data sources like Morningstar and Zacks.Episode Highlights:00:00 Welcome to FinTech Impact + Meet Mike Wilson (Hamachi)00:30 What Hamachi Does: An AI ‘Governing Intelligence Layer’ for Advisors01:09 Origin Story: From Orion Alumni to Compliant Advisor AI02:52 From Email Add‑On to Guardrailed Chat: Early Product Evolution04:38 Real Advisor Workflows: Daily Dossier & Household Brief in Action08:58 Integration Roadmap: CRM, Portfolio Platforms, and Tax Data (TaxStatus)10:52 Where Hamachi Fits: Embedded AI, API Strategy, and Bot Marketplace14:25 What’s Next: Pathfinder Workflows, Client Portals, and Research Feeds23:28 Why Governance Matters: PII Redaction, Audit Trails, SEC/FINRA Compliance27:21 Rapid‑Fire Wrap‑Up: Industry Wish, Biggest Challenge, and What Excites Mike33:01 Closing Remarks, Call to Action, and Sponsor MessageResources:Facebook – Jason Pereira's FacebookLinkedIn – Jason Pereira's LinkedInWoodgate.com – SponsorHamachi.aiLinkedIn - Mike Wilson’s LinkedIn
416. Sovos with Kevin Akeroyd | E415
33:41||Ep. 416In this episode of FinTech Impact, host Jason Pereira interviews Kevin Akeroyd, CEO of Sovos, a leading tax compliance software company. Kevin shares the history and evolution of Sovos, its critical role in global tax compliance, and the company’s integration of AI and technology. He also discusses the challenges and future of tax compliance, including the impact of crypto reporting and e-invoicing mandates worldwide. This episode delves into how Sovos helps businesses seamlessly navigate complex tax landscapes and maintain compliance across various countries and tax laws.Episode Highlights:00:00 Introduction to FinTech Impact00:29 Meet Kevin Akeroyd, CEO of Sovos01:26 The Evolution of Sovos03:27 Challenges and Integration05:18 Tax Compliance Complexity09:27 Mid-Market and Down-Market Strategies14:18 Global Tax Compliance Trends16:34 Crypto Reporting and Innovations21:40 AI and Future Prospects28:07 Conclusion and Final ThoughtsResources:Facebook – Jason Pereira's FacebookLinkedIn – Jason Pereira's LinkedInWoodgate.com – SponsorSovosLinkedIn - Kevin Akeroyd’s LinkedIn
414. Troutwood with Gene Natali | E414
29:09||Ep. 414In this episode of FinTech Impact, host Jason Pereira interviews Gene Natali, CEO and founder of Troutwood, an online financial planning and engagement platform aimed at helping advisors and enterprises empower individuals financially. They discuss the inception of Troutwood, its goals, and the unique features that help bridge the gap between individuals and financial experts. The conversation also delves into the challenges of financial literacy and how Troutwood's platform is designed to address these issues at scale, ultimately aiming to narrow the wealth gap and ensure financial empowerment for all. If you're looking to enhance the way you manage your clients and offer greater value, especially at scale, this episode is a must-watch.Resources:Facebook – Jason Pereira's FacebookLinkedIn – Jason Pereira's LinkedInWoodgate.com – SponsorTroutwoodLinkedIn - Gene Natali’s LinkedIn
413. Latour AI with Khe Hy | E413
38:50||Ep. 413In this episode of FinTech Impact, host Jason Pereira interviews Khe Hy, founder of Latour AI. Khe shares his journey of starting Latour AI, a company that helps businesses integrate artificial intelligence into their workflows. They discuss how AI, particularly through vibe coding, can transform daily operations and strategize within companies, especially hedge funds and buy-side firms. Khe provides insights into the various stages of AI implementation, and the challenges and potentials of AI-driven solutions. They also explore practical tips for getting started with vibe coding and how leveraging AI can lead to innovative outcomes. Tune in to learn how to embrace AI to enhance efficiency and solve complex problems in your business.Resources:Facebook – Jason Pereira's FacebookLinkedIn – Jason Pereira's LinkedInWoodgate.com – SponsorLatour AILinkedIn - Khe Hy’s LinkedIn