E66: Engineering the Modern Accounting Firm with Greg Capitolo of Attivo Partners

E66: Engineering the Modern Accounting Firm with Greg Capitolo of Attivo Partners

42:00 Mar 24, 2026
About this episode
In this episode, Sasha Orloff speaks with Greg Capitolo, Co-founder and Partner at Attivo Partner, to discuss how fractional finance teams are transitioning from manual bookkeeping to AI-driven advisory roles, emphasizing the shift toward "real-time data-driven decision making" over traditional month-end closes. -- SPONSORS: Notion Boost your startup with Notion—the ultimate connected workspace trusted by thousands worldwide! From engineering specs to onboarding and fundraising, Notion keeps your team organized and efficient. For a limited time, get 6 months of Notion AI FREE to supercharge your workflow. Claim your offer now at ⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠https://notion.com/startups/puzzle⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠ Puzzle 📈  No more waiting for month's end. No more manual reconciliations, just financials that keep up with you. Puzzle is leading a new movement with an AI first ledger, built for speed, automation, and real time decision making. Join today at ⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠https://puzzle.io/⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠ -- RECOMMENDED IN THIS EPISODE: https://www.linkedin.com/in/gregcapitolo/ http://www.attivopartners.com -- X/SOCIAL: @sashaorloff (Sasha) -- TIMESTAMPS: (00:00) Preview (00:39) Intro (02:07) Meet Greg Capitolo of Attivo Partner (03:26) Who Attivo serves (04:07) Why VCs recommend (06:40) Founder trigger points (08:50) AI outlook (10:59) AI boosts advisory (15:19) Creating 10x accountants (19:51) Sponsors: Notion | Puzzle (21:14) Pricing and billing shift (23:41) Choosing AI tools (27:06) Human in the loop (30:22) Accounting needs accountants (32:09) Real time data (35:14) Tool evaluation framework (38:54) Growth mindset future (40:56) Wrap
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