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FutureSight Ventures
Development 2h ago

Co-Founder & CEO at Crossfoot

FutureSight Ventures
United StatesUnited States
Contract
Not Disclosed
Senior-Level

Job Description

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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.

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.

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FutureSight Ventures

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FutureSight Ventures (operating at futuresight.ventures) is a venture studio and venture capital firm that helps build and fund SaaS companies that solve the critical challenges of mid-market businesses. Founded in Not specified by Not specified and headquartered in Toronto, San Francisco, and Los Angeles, FutureSight Ventures co-founds and funds vertical B2B AI software companies with values-driven entrepreneurs from zero to one. Under the hood, the company partners with founders, co-creates companies, and drives growth from day one. This allows values-driven founders to build and grow successful companies. Backed by Not specified.

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Co-Founder & CEO at Crossfoot at FutureSight Ventures