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E49: Why Accel Backed Campfire to Build the Modern GL, with John Glasgow, CEO
In this episode, Sasha Orloff talks with John Glasgow, CEO & CFO of Campfire, about building an AI-native ERP system that streamlines finance workflows through automation and faster month-end close. …
Published on 3 months, 3 weeks ago
E48: Why Sequoia Invested $25M in Accounting Software with Rillet CEO Nicolas Kopp
This week, Sasha Orloff and Nicolas Kopp, CEO & Founder at Rillet, discuss how Rillet is transforming accounting by leveraging AI to streamline processes, improve efficiency, and build lean finance t…
Published on 4 months ago
E47: Agentic Commerce, Stablecoins, and Global Trends with Cindy Turner, CPO of Worldpay
This week, Sasha Orloff and Worldpay Chief Product Officer Cindy Turner explore the shifting digital payments landscape—from stablecoins and agentic tech to global trends in account-to-account paymen…
Published on 5 months ago
E46: Ex-Plaid CTO on Why Tax is the Ultimate AI Challenge, with Jean-Denis Greze
In this episode, Sasha Orloff talks with Jean-Denis Greze, Co-founder and CEO of Town, about building an AI-powered tax solution for SMBs, exploring the startup’s origin, the balance between automati…
Published on 5 months, 3 weeks ago
Artisan: Stop Hiring Humans, with Jaspar Carmichael-Jack
This week, Sasha Orloff sits down with Jaspar Carmichael-Jack, Founder & CEO of Artisan, about how their AI employees like Ava are transforming sales and workflows by integrating software into cohesi…
Published on 6 months, 1 week ago
From $2B to $80B: Wealthfront CFO Alan Imberman’s 10-Year Journey
In this episode, Sasha Orloff is joined Alan Imberman, CFO of Wealthfront, about how a client-first philosophy, transparent access, innovative products like S&P 500 Direct Indexing, and strategic use…
Published on 6 months, 2 weeks ago
The CFO's Blockbuster vs Netflix Moment: AI Adoption with Wouter Born
This week, Sasha Orloff is joined by Wouter Born, a finance, AI influencer, and General Partner at Born Capital to discuss how AI is reshaping the CFO role and financial tech stack, drawing lessons f…
Published on 6 months, 3 weeks ago
Can AI predict the next unicorn. Crunchbase says yes with 95% accuracy.
This week, Sasha Orloff sits down with Megh Gautam, Chief Product Officer of Crunchbase, to explore the company’s evolution into an AI-driven intelligence platform, discussing its 95% unicorn predict…
Published on 7 months ago
Surprising Trends from Deel's Data with Ben Cohen
This week, Sasha Orloff sits down with Ben Cohen, Head of Data from Deel to discuss the company's 2025 Global Hiring Report, covering trends in Gen Z salaries, rising demand for finance roles, global…
Published on 7 months, 1 week ago
The $500 Domain That Became a Multi-Million Dollar AI Tax Assistant with Kash Ali of TaxGPT
This week, Sasha Orloff is joined by Kash Ali, Founder and CEO of TaxGPT, who shares how a personal tax issue led to the platform’s creation, its rapid growth after Greg Brockman’s GPT-4 demo, invest…
Published on 7 months, 2 weeks ago