Co-Founder & CEO - AI LegalTech | AI-Native Litigation Defence Operations FutureSightCo-Founder & CEO - AI LegalTech | AI-Native Litigation Defence OperationsBoston, MARemoteYou’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. Product — Partner with the FutureSight product and engineering team to ship V1 (records retrieval, key-fact flagging, billing-reasonableness analysis, and discovery triage) and iterate on user feedback; sequence carrier reserving and prediction as a later phase.
Co-Founder & CEO - Entrepreneur in Residence FutureSightCo-Founder & CEO - Entrepreneur in ResidenceBoston, MARemoteYou’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. Validation — Partner with our team on early-stage testing, validation, and refinement of the business idea, including prototyping to validate and sell potential solutions, with the readiness to kill ideas that don't hold up before committing to the one that does.
Co-Founder & CEO - AI Accounting Agents for CPA Firms FutureSightCo-Founder & CEO - AI Accounting Agents for CPA FirmsBoston, MARemoteYou’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. 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.
Co-Founder & CEO - AI WealthTech FutureSightCo-Founder & CEO - AI WealthTechBoston, MARemoteYou’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. It integrates market and news signals with client and portfolio data to surface prioritized next-best actions and auto-draft client communications in the advisor's voice.
Student CEO (SCEO) - NORTHEASTERN UNIVERSITY SaxbysStudent CEO (SCEO) - NORTHEASTERN UNIVERSITYBoston, MACommunity Leadership: Establish the cafe as a community cornerstone through exceptional hospitality, meaningful partnerships, and impactful initiatives that demonstrate Saxbys' commitment to making life better. Brand Representation: Serve as the face of Saxbys on campus, effectively communicating the company's mission, values, and Experiential Learning Platform to stakeholders, guests, and potential team members.
Executive Assistant To CEO & CFO Bit SightExecutive Assistant To CEO & CFOBoston, MA$92,000–$115,000 / yearLeverage AI productivity tools (e.g., ChatGPT, Claude, Gemini) alongside Google Workspace and Microsoft Office to streamline workflows and automate routine tasks. This range reflects the minimum and maximum target for new hire salaries for the position across all US locations, is based on a full-time work schedule, and is Bitsight's good faith estimate as of the date of this posting.
Portfolio CEO: Commercial Roofing Company American OperatorPortfolio CEO: Commercial Roofing CompanyBoston, MassachusettsBase salary: $170,000, plus a 20% performance-based bonus opportunity, distributions, and meaningful equity participation beginning at 10% ownership, with the potential to increase ownership based on performance and value creation. We place experienced operators into businesses of retiring owners who want their life's work placed in the hands of leaders who care.
Co-Founder & Ceo, AI For Predictable Drug Discovery And Development Deep Science VenturesCo-Founder & Ceo, AI For Predictable Drug Discovery And DevelopmentBoston, MAWhat will work is a different way of doing the science itself: an AI framework that reasons through it end to end, drawing on everything, the literature, data and the wet-lab, built to get the most out of what today's agentic models are great at while guarding hard against where they fail. In a single run it processed an entire disease's single-cell data, ingested hundreds of experimental facts extracted from literature, built a connected map of the biology, and returned drug-target hypotheses.
Co-Founder & CEO - AI Content Intelligence & Publishing Engine FutureSightCo-Founder & CEO - AI Content Intelligence & Publishing EngineBoston, MAYou’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 platform ingests high-signal content from sources like LinkedIn, X, newsletters, blogs, and podcasts, extracts and clusters insights into themes, and generates drafts tailored to individual or brand voice — creating a seamless workflow from input insight output.
Co-Founder & CEO - Entrepreneur In Residence FutureSightCo-Founder & CEO - Entrepreneur In ResidenceBoston, MAYou’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. Validation — Partner with our team on early-stage testing, validation, and refinement of the business idea, including prototyping to validate and sell potential solutions, with the readiness to kill ideas that don't hold up before committing to the one that does.
Co-Founder & CEO - AI E-Commerce Operations System FutureSightCo-Founder & CEO - AI E-Commerce Operations SystemBoston, MAYou’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. Sellers operating across Amazon, Shopify, eBay, Walmart, and other channels constantly switch between dashboards, reconcile conflicting data, and make hundreds of operational decisions every day across pricing, inventory, advertising, fulfillment, and customer support.
Co-Founder & CEO - AI Communication Agents For Freight & Logistics FutureSightCo-Founder & CEO - AI Communication Agents For Freight & LogisticsBoston, MAYou’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. HawkAI deploys always-on, multi-channel "AI workers" that autonomously manage high-volume freight communications across calls, texts, and emails, integrating directly with core freight systems including TMS, load boards, and broker/carrier databases.
Co-Founder & CEO - AI Retail Planning Autopilot FutureSightCo-Founder & CEO - AI Retail Planning AutopilotBoston, MA$1.25–$1.50 / hourYou’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. Customer Development — Lead pilots with VPs, operations managers, and merchandise planners at importers, distributors, and multi-channel retail brands, convert them to paid engagements, and build the go-to-market motion.
Co-Founder & CEO - AI Healthcare Revenue Recovery FutureSightCo-Founder & CEO - AI Healthcare Revenue RecoveryBoston, MAYou’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. Reclaim AI resolves denied and aged claims end-to-end, embedding outcome-based contingency pricing—meaning practices pay zero upfront, and we only take a cut of the dollars we successfully recover, for our target ideal customer profile (practices with $80K+ in annual recoverable claims).
Co-Founder & CEO - AI Accounting Agents For CPA Firms FutureSightCo-Founder & CEO - AI Accounting Agents For CPA FirmsBoston, MAYou’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. 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.
Co-Founder & CEO - AI Wealthtech FutureSightCo-Founder & CEO - AI WealthtechBoston, MAYou’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. It integrates market and news signals with client and portfolio data to surface prioritized next-best actions and auto-draft client communications in the advisor's voice.
Co-Founder & CEO - AI Legaltech | Ai-Native Litigation Defence Operations FutureSightCo-Founder & CEO - AI Legaltech | Ai-Native Litigation Defence OperationsBoston, MAYou’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. Product — Partner with the FutureSight product and engineering team to ship V1 (records retrieval, key-fact flagging, billing-reasonableness analysis, and discovery triage) and iterate on user feedback; sequence carrier reserving and prediction as a later phase.
Chief of Staff to the CEO TetraScienceChief of Staff to the CEOBoston, MATetraScience’s customers include many of the world’s top biopharmaceutical firms; its growing ecosystem of strategic partners includes NVIDIA, Databricks, Thermo Fisher Scientific, Snowflake, Google, and Microsoft; and its venture capital backers include Boston-based Underscore_VC, global juggernaut Insight Partners, and Impetus Ventures (the CEO’s fund). The Chief of Staff to the CEO is a high-trust, internal and external role for a scientist–business athlete who wants to operate at the center of TetraScience’s relationships with global customers, market-leading partners, and government agencies.
Executive Partner to the COO ClaspExecutive Partner to the COOBoston, Massachusetts$110,000–$135,000 / yearA Forbes Fintech 50 company, portfolio company of SHRM (Society of Human Resource Management — the largest HR organization out there!) and recipient of “43 Start Ups to Bet Your Career On in 2025” by Business Insider, Clasp is driven by our commitment to social impact and innovation. Experience : 4+ years of experience in management consulting, investment banking, private equity, or a high-growth and/or scaled Business Operations role, where extreme detail orientation and organizational skills are key.
Manager, Office of the CEO (Strategic Initiatives, Process, and Project Management) GreenLight FundManager, Office of the CEO (Strategic Initiatives, Process, and Project Management)Boston, MAFull timeThis role works closely with the Chief of Staff and CEO to help move important work forward across the Board of Directors, National Advisory Council, Executive Team, Leadership Team, annual planning, and cross-functional projects. To date, we have brought 63 evidence-based portfolio organizations across 14 sites, invested $41M, and attracted an additional $364M from other funding sources, reaching nearly 1.3M individuals and families this past year alone.