Co-Founder & CEO - AI Accounting Agents for CPA Firms

FutureSight All jobs
Remote Boston, Massachusetts, United States
4 hour(s) ago
Job Overview
Company FutureSight
CategoryEntrepreneur in Residence for FutureSight Ideas
First Seen 4 hour(s) ago

Job Description

"The Opportunity FutureSight is seeking a Co-Founder & CEO to lead Crossfoot an AI-native accounting agent platform. This is a co-founder partnership with meaningful founder equity not a salaried executive role. Crossfoot is agentic accounting for small-to-mid CPA firms a segment where accountant shortages are structural client intake is capped by production headcount and the manual close and tax prep workflow consumes the majority of senior staff capacity. Crossfoot connects to the tools firms already use (QuickBooks Online Xero Drake) and delivers finished work products ready for partner review without requiring system migration or enterprise-scale implementation. Market Context We didn t just build a thesis we validated it directly with the market. We ve spoken with CPA firm managing partners CAS leads and tax preparers. The key insights The ""why now"" is structural not hype the profession lost 300000+ professionals from 2020–2024 and the replacement pipeline has shrunk ~33% in a decade. Firms now cap new-client intake by production headcount rather than demand. They turn away winnable work they can t staff. Meanwhile CAS (advisory) revenue is projected to reach 30% of the firm s revenue by 2026. Senior accountants spend 40%+ of their time on document intake and workbook compilation — $90K staff doing $20/hour data entry — while month-end close runs 10–15 business days on a pure manual process. Early AI adopters in accounting already earn 39% more revenue per employee. The gap between firms that move and firms that don t is compounding now. We are targeting a large fragmented structurally underserved market. The total addressable market is an estimated $1.5B+ across 87000+ US accounting firms with a focused beachhead SAM of $400M+ (small/mid firms). About FutureSight FutureSight is a leading venture builder that co-creates world-class software companies with values-driven entrepreneurs from inception to exit. We are a team of founders operators and designers with experience successfully bringing software to market at scale. You’ll co-create with a proven studio team led by John Carbrey (4x entrepreneur $100M ARR) Krista LaRiviere (3x exited E&Y Top Women Entrepreneur) Alan Smith (Strategyzer co-founder $120M in products built) Prathna Ramesh (former MD of Maple Leaf Angels $275M in follow-on capital) and Johnny Tong (0-to-1 builder acquired by SAP and Stripe) bring a rare combination of operator exits institutional investing and AI product depth. The Partnership Founder equity with meaningful ownership from inception Pre-seed capital committed by FutureSight for early hires and MVP development with potential for follow-on funding Venture building resources including embedded design engineering growth and fundraising support from day one Investor and advisor network across vertical AI and early-stage capital markets A true co-creation model in which you operate as CEO with FutureSight s cross-functional team as your partner What you ll own As Co-Founder & CEO you will set the venture s direction and lead its execution. Strategy — Refine the ICP size-tiered pricing model and product positioning Customer Development — Lead pilots with managing partners CAS leads and outsourced-accounting/BPO operators at small-to-mid CPA firms convert them to paid engagements and build the referral-led go-to-market motion Product — Partner with the FutureSight product and engineering team to ship V1 and iterate on user feedback Capital — Lead the seed raise supported by FutureSight s network and traction Team — Recruit and lead the founding team and establish the cultural foundation of the company Co-Founder Profile Previous founding experience at a venture-backed company Demonstrated success in B2B AI or B2B SaaS go-to-market including consultative relationship-driven sales and customer engagement Fundraising fluency with the ability to develop investor narratives and close capital Proven ability to attract develop and retain top talent Clear-eyed understanding of the risks and demands of co-founding a venture-backed company Deep accounting domain expertise with hands-on experience managing close processes tax preparation workpapers and client accounting services within CPA firms. How to Apply Please submit your resume LinkedIn profile and a brief note on why this venture aligns with your goals as a founder. We will move quickly for the right candidate. FutureSight is committed to diversity equity and inclusion. We welcome applicants of all backgrounds and experiences."

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