Co-Founder & CEO - AI Accounting Agents for CPA Firms FutureSightCo-Founder & CEO - AI Accounting Agents for CPA FirmsSan Francisco, CARemoteYou’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 LegalTech | AI-Native Litigation Defence Operations FutureSightCo-Founder & CEO - AI LegalTech | AI-Native Litigation Defence OperationsSan Francisco, CARemoteYou’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 - AI WealthTech FutureSightCo-Founder & CEO - AI WealthTechSan Francisco, CARemoteYou’ll co-create with a proven venture building 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. Every wealth management firm already staffs an Operations function to do this work, typically at a ratio of roughly one Operations person to every three advisors, and that function is chronically stretched: slow, error-prone, and unable to give any single advisor's book the full attention it deserves.
Entrepreneur In Residence - Technical Co-Founder (Cto) FutureSightEntrepreneur In Residence - Technical Co-Founder (Cto)San Francisco, CABuild — Use modern tools and frontier models to move fast without sacrificing quality or maintainability, designing agentic systems with first-principles thinking and knowing when orchestration adds genuine leverage versus when simplicity is the better call. Technical Direction — Own problem framing, architecture, system design, and product judgment from day one, translating rough product intent into structure, context, and specs that both humans and AI systems can execute against.
Director Of HR Operations Health GPT IncDirector Of HR OperationsMenlo Park, CAWe recently raised a $126M Series C at a $3.5B valuation, led by Avenir Growth, bringing total funding to $404M with participation from CapitalG, General Catalyst, a16z, Kleiner Perkins, Premji Invest, UHS, Cincinnati Children's, WellSpan Health, John Doerr, Rick Klausner, and others. Join experts who've spent their careers improving care, advancing science, and building world‑changing technologies - ensuring our platform is powerful, trusted, and truly transformative.
Chief Financial Officer Potrero GroupChief Financial OfficerSan Francisco, CaliforniaAs the park’s sole dedicated nonprofit partner and cooperating association, the Conservancy works in close collaboration with the National Park Service to fund high-priority projects, deliver visitor programs, and connect people from around the world with one of the planet’s most iconic landscapes. Reporting to the President & CEO and working closely with the Board of Directors, the CFO will oversee all financial operations, ensure long-term fiscal sustainability, and help the Conservancy deploy donor resources with maximum impact and accountability.
Co-Founder & CEO - AI Accounting Agents For CPA Firms FutureSightCo-Founder & CEO - AI Accounting Agents For CPA FirmsSan Francisco, CAYou’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 Clinical Documentation Compliance FutureSightCo-Founder & CEO - AI Clinical Documentation ComplianceSan Francisco, CA$80–$85 / 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. The market signal is incredibly strong: Unprompted Product Pull: Every single lead described the exact product we want to build: a pre-billing, real-time, EHR-integrated flagging layer that checks documentation against payer-specific rules before claims are submitted.
Co-Founder & CEO - AI Healthcare Revenue Recovery FutureSightCo-Founder & CEO - AI Healthcare Revenue RecoverySan Francisco, CAYou’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 Retail Planning Autopilot FutureSightCo-Founder & CEO - AI Retail Planning AutopilotSan Francisco, CA$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.
Solutions Engineer Pineapple Technology Ltd.Solutions EngineerSan Francisco, CAYou'll be in front of some of the most exciting companies we sell into, running demos that need to hold up under real scrutiny - because the people you're presenting to have felt what it's like when tools fall over during an incident, and they're not going to be won over by a slide deck. This function is still being built, which means there's real room to bring your own ideas to the table and help shape how Solutions Engineering works at incident, not just execute a playbook someone else wrote.
Forward Deployed Engineer (Mid/Senior) Health GPT IncForward Deployed Engineer (Mid/Senior)Menlo Park, CAOwn your first major outcome: By day 90, you will have completed end-to-end ownership of your first AI deployment: designed and implemented a RAG pipeline grounded in customer data, built tool-calling and MCP integrations connecting our agents to customer systems (EHRs, data warehouses, operational tools), executed a production go-live with zero surprises, and established monitoring that catches anomalies before customers do. Drive lasting impact: At 12 months, you will have deployed multiple agents across your assigned health system, built reusable AI patterns and frameworks that accelerate future deployments, become the trusted technical partner that customers rely on to solve their hardest AI problems, and generate measurable evidence that our agents improve operational reliability and clinical outcomes-validating our technology in production healthcare environments.
Co-Founder & CEO - AI Wealthtech FutureSightCo-Founder & CEO - AI WealthtechSan Francisco, CAYou’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 OperationsSan Francisco, CAYou’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 CEO Hike MedicalChief of Staff to CEOSan Francisco, CaliforniaWe sit at the intersection of AI, robotics, and healthcare, operating across three product lines: a proprietary AI-vision platform that turns a 30 second web-based foot scan into custom 3D-printed orthotics, an AI agent platform that automates the entire DME workflow from pre-visit processing to claims and revenue cycle, and SoleForge, our vertically integrated 3D printing factory producing custom medical devices at a scale the industry has never seen. You will operate at the center of Hike — helping leadership focus on what matters most, identifying the highest-leverage problems before they become bottlenecks, and leading cross-functional efforts that unlock our next stage of growth.
Technical Co-founder (CTO) - AI Collections Agent FutureSightTechnical Co-founder (CTO) - AI Collections AgentSan Francisco, CARemoteIn return for that level of commitment, you receive founder-level equity, founder-level authority with co-decision rights on product, technology, hiring, fundraising, and strategy, and a genuine partnership with the CEO on every material decision. Finance teams at B2B companies lose cash the same way every month: an invoice ages past 45 days, someone sends an email, no reply, someone calls, voicemail, they call again next week, still nothing.
Technical Co-founder (CTO) - AI Legal Front Desk FutureSightTechnical Co-founder (CTO) - AI Legal Front DeskSan Francisco, CARemoteStrongly preferred: prior founder or early-stage technical leadership experience; background in legal tech, healthcare, or another trust-sensitive vertical; capability to self-host custom models to meet legal and privacy needs. In return for that level of commitment, you receive founder-level equity, founder-level authority with co-decision rights on product, technology, hiring, fundraising, and strategy, and a genuine partnership with the CEO on every material decision.
Chief of Staff, Office of the CEO CardlessChief of Staff, Office of the CEOSan Francisco, CaliforniaTake on harder and harder problems: You’ll continue operating as a problem solver across the business, and as you become formidable, the problems will grow more complicated and more impactful. You’ll join exec team meetings, external pitches, interviews, product workshops – travel to visit partners and customers, and go very very deep on the most important problems.
NewFull-Stack Engineer MaintainX, Inc.Full-Stack EngineerSan Francisco, CAMore than 13,000 customers, including Duracell, McDonalds, Shell, DHL and Volvo, use MaintainX to cut unplanned downtime and run better operations, across 13.9 million managed assets and 79.5 million completed work orders. In August 2026 MaintainX became part of Autodesk, joining Autodesk Operations Solutions, the organization unifying Autodesks operations platform alongside Tandem, FlexSim and Fusion Operations.
NewManager, People Systems & Operations Mission NorthManager, People Systems & OperationsSan Francisco, New York$120,000–$155,000 / yearWe value a diverse workforce – people who identify as women, non-binary or gender non-conforming, LGBTQIA+, American Indian or Native Alaskan, Black or African American, Hispanic or Latinx, Native Hawaiian or Other Pacific Islander, differently-abled, caretakers and parents, and veterans are strongly encouraged to apply. 8–12+ years of progressive experience across HR Business Partnership, People Operations, HR Technology, or related People functions, with experience supporting senior leaders.