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.
Co-Founder & CEO - Entrepreneur In Residence FutureSightCo-Founder & CEO - Entrepreneur In ResidenceSan 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. 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 Communication Agents For Freight & Logistics FutureSightCo-Founder & CEO - AI Communication Agents For Freight & LogisticsSan 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. 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 E-Commerce Operations System FutureSightCo-Founder & CEO - AI E-Commerce Operations SystemSan 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. 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.
Technical Co-Founder (Cto) - AI Collections Agent FutureSightTechnical Co-Founder (Cto) - AI Collections AgentSan Francisco, CAIn 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.
Co-Founder & CEO - AI Native Recruiting Firm FutureSightCo-Founder & CEO - AI Native Recruiting FirmSan 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. Foundry is an AI-native recruiting firm built around a simple idea: use AI agents to handle sourcing, screening, and candidate evaluation, and keep a small human team focused on what still requires a person: building trust with clients and candidates, exercising judgment on close calls, and closing the placement.
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-Native Mortgage Processing FutureSightCo-Founder & CEO - Ai-Native Mortgage ProcessingSan Francisco, CAYou’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. Customer discovery validates a real, recurring cost problem in this segment: lenders spend thousands of dollars to originate a single loan today, a cost that's climbed roughly 35% over the past three years, with up to 80% of that time spent on manual document review.
Chief Information Security Officer Zipline International IncChief Information Security OfficerSouth San Francisco, CA$250,000–$350,000 / yearOur customers include the world's largest and most prominent healthcare systems, governments, retailers, restaurants and global businesses who rely on us to save lives, reduce emissions, increase economic opportunity, and provide delivery from point A to point B as fast as possible. Today, Zipline operates on four continents, makes a delivery somewhere in the world every 30 seconds, and has completed millions of deliveries to date, including blood, vaccines, medical supplies, food, and retail products.
Chief Information Security Officer TrustlyChief Information Security OfficerSan Francisco, CAThis is a dual-scope role: you will own the full information security program - strategy, architecture, risk, and response, while also leading the IT organization that underpins Trustly's global workforce, including driving our AI productivity journey. Reporting directly to the Global CTO, the Chief Information Security Officer (CISO) & Head of Information Technology will serve as Trustly's most senior security and internal technology operations executive.
Senior Consultant, CIO Advisory IT Outsourcing & Procurement West Monroe Partners, LLCSenior Consultant, CIO Advisory IT Outsourcing & ProcurementSan Francisco, CA$116,000–$136,500 / yearServe on client delivery teams as a program manager; structure and manage your own work and the work of others within a workstream according to project workplan and Statement of Work (SOW); support functional workstream planning and execution by collaborating with team members and client functional leads. This person will bring experience advising clients on outsourcing assessments, outsourcing RFx development, evaluation, and selection, contract negotiations, outsourcing transition, vendor governance and management, and service delivery optimization.
Technical Co-Founder (Cto) - AI Legal Front Desk FutureSightTechnical Co-Founder (Cto) - AI Legal Front DeskSan Francisco, CAStrongly 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.
Executive Assistant, Chief Hardware Officer & Head Of Autonomy ZipLineExecutive Assistant, Chief Hardware Officer & Head Of AutonomySouth San Francisco, CA$150,000–$200,000 / yearYou will sit close to the technical operating heartbeat of the company, helping two senior leaders stay focused, prepared, and effective across a fast-moving mix of engineering reviews, fleet health forums, release decisions, incident follow-ups, recruiting, executive discussions, and cross-functional escalations. Our customers include the world's largest and most prominent healthcare systems, governments, retailers, restaurants and global businesses who rely on us to save lives, reduce emissions, increase economic opportunity, and provide delivery from point A to point B as fast as possible.
Manager, CIO Advisory West Monroe Partners, LLCManager, CIO AdvisorySan Francisco, CA$154,400–$181,500 / yearServe as a delivery leader on engagements of moderate-to-high complexity and scale, communicating with client sponsors directly without oversight, and exemplifying engagement management, client relationship, client satisfaction, risk management, and delivery team management skills. This person will bring experience advising clients on outsourcing assessments, outsourcing RFx development, evaluation, and selection, contract negotiations, outsourcing transition, vendor governance and management, and service delivery optimization.
NewExecutive Business Partner (Office of the CEO) World LabsExecutive Business Partner (Office of the CEO)San Francisco, CaliforniaThe EBP will operate as a hybrid of Executive Assistant (EA) and Personal Assistant (PA), owning priorities end-to-end, anticipating needs, and ensuring seamless execution across the CEO’s professional landscape, including both World Labs and her ongoing commitments at Stanford. This is a high-trust role for someone who brings excellent judgment and discretion, is highly detail-oriented without sacrificing speed, and knows how to create leverage in a fast-moving environment with significant internal and external demands.
Director Of Office Of The Ceo, Founder In Residence BillionToOneDirector Of Office Of The Ceo, Founder In ResidenceMenlo Park, CA$203,651–$225,088 / yearOne of the following backgrounds: founder of a company that has since been acquired, wound down, or moved on from; senior executive (COO, CPO, VP-level) who joined a top scaleup as one of its first 5 to 10 employees; or top-tier management consultant from MBB or a top boutique firm with healthcare or life sciences exposure, with some operational experience under your belt. You have founded a company, operated at the most senior level of a top scaleup, or built a track record of high-impact strategic work, and you are looking for your next high-leverage seat - one that gives you scale, mission, and direct CEO exposure without starting from scratch.
Director of Office of the CEO, Founder in Residence BillionToOneDirector of Office of the CEO, Founder in ResidenceMenlo Park, CA$203,651–$225,088 / yearOne of the following backgrounds: founder of a company that has since been acquired, wound down, or moved on from; senior executive (COO, CPO, VP-level) who joined a top scaleup as one of its first 5 to 10 employees; or top-tier management consultant from MBB or a top boutique firm with healthcare or life sciences exposure, with some operational experience under your belt. You have founded a company, operated at the most senior level of a top scaleup, or built a track record of high-impact strategic work, and you are looking for your next high-leverage seat — one that gives you scale, mission, and direct CEO exposure without starting from scratch.
Chief Financial Officer Ossium Health IncChief Financial OfficerSan Francisco, CA$301,540–$393,690 / yearDirecting and overseeing the financial operations of the company: financial strategy, financial planning and analysis, financial reporting, cash flow analysis, company audits, compliance and controls, treasury, banking relationships, accounting operations and disclosures. Develop comprehensive financial reports, dashboards, and analytics for our management team; prepare and present quarterly and annual financial statements, investor updates, and board materials.
Chief Legal Officer/General Counsel Coach MentoChief Legal Officer/General Counsel CoachSan Francisco, CaliforniaRemoteWe are looking for candidates with Chief Legal Officer or General Counsel roles who have experience within technology companies or tech-adjacent environments, value learning, growth, and community, and are passionate about developing and coaching people in their field. As a Mento coach, you will form 1:1 partnerships with our members to help them identify & track clear goals, become a better leader, communicate more effectively, problem-solve issues at work, and help them feel happy, fulfilled, and engaged at work and beyond.
Chief Financial Officer Ossium HealthChief Financial OfficerSan Francisco, CA$301,540–$393,690 / yearDirecting and overseeing the financial operations of the company: financial strategy, financial planning and analysis, financial reporting, cash flow analysis, company audits, compliance and controls, treasury, banking relationships, accounting operations and disclosures. Develop comprehensive financial reports, dashboards, and analytics for our management team; prepare and present quarterly and annual financial statements, investor updates, and board materials.