Entrepreneur in Residence - Technical Co-founder (CTO) FutureSightEntrepreneur in Residence - Technical Co-founder (CTO)Seattle, WARemoteBuild — 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.
Co-Founder & CEO - AI Communication Agents For Freight & Logistics FutureSightCo-Founder & CEO - AI Communication Agents For Freight & LogisticsSeattle, WAYou’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.
Chief Accounting Officer TerraPower.Chief Accounting OfficerBellevue, Washington$216,695–$325,042 / yearThe ideal candidate brings deep technical accounting expertise, extensive SEC reporting experience, a strong internal controls background, and a proven track record leading accounting organizations within large, complex public companies or organizations preparing for public market requirements. Provide executive oversight of all technical accounting matters, including complex revenue recognition, equity compensation, capitalization, debt instruments, lease accounting, business combinations, joint ventures, government funding arrangements, and strategic transactions.
Co-Founder & CEO - AI Native Recruiting Firm FutureSightCo-Founder & CEO - AI Native Recruiting FirmSeattle, WARemoteYou’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 WealthTech FutureSightCo-Founder & CEO - AI WealthTechSeattle, WARemoteYou’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 Accounting Agents for CPA Firms FutureSightCo-Founder & CEO - AI Accounting Agents for CPA FirmsSeattle, WARemoteYou’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 Healthcare Revenue Recovery FutureSightCo-Founder & CEO - AI Healthcare Revenue RecoverySeattle, WARemoteYou’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 - Entrepreneur in Residence FutureSightCo-Founder & CEO - Entrepreneur in ResidenceSeattle, WARemoteYou’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 LegalTech | AI-Native Litigation Defence Operations FutureSightCo-Founder & CEO - AI LegalTech | AI-Native Litigation Defence OperationsSeattle, WARemoteYou’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.
Entrepreneur In Residence - Technical Co-Founder (Cto) FutureSightEntrepreneur In Residence - Technical Co-Founder (Cto)Seattle, WABuild — 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.
Chief Accounting Officer TerraPowerChief Accounting OfficerBellevue, WA$216,695–$325,042 / yearThe ideal candidate brings deep technical accounting expertise, extensive SEC reporting experience, a strong internal controls background, and a proven track record leading accounting organizations within large, complex public companies or organizations preparing for public market requirements. Provide executive oversight of all technical accounting matters, including complex revenue recognition, equity compensation, capitalization, debt instruments, lease accounting, business combinations, joint ventures, government funding arrangements, and strategic transactions.
CFO Advisory Consultant Ascend Partner Services LLCCFO Advisory ConsultantKirkland, WA$135,000–$189,000 / yearOur Client Accounting & Advisory Services practice delivers the full spectrum of outsourced finance support - from Reactive Accounting (end to end general ledger accounting, AP, spend management, invoicing, payroll, and state/local tax reporting) to Proactive Accounting (cash flow management, budgeting, forecasting, Controller and CFO advisory, pre-acquisition diligence, and systems evaluation/implementation). Ascend provides access to growth capital, robust talent acquisition and training, leading quality management resources, best-of-breed technology, AI tools, an offshore captive, shared back-office services, a catalytic leadership system, and modernized equity incentives so that firms can surmount today's industry challenges to reach their full potential.
Co-Founder & CEO - AI Content Intelligence & Publishing Engine FutureSightCo-Founder & CEO - AI Content Intelligence & Publishing EngineSeattle, WAYou’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 - AI Legaltech | Ai-Native Litigation Defence Operations FutureSightCo-Founder & CEO - AI Legaltech | Ai-Native Litigation Defence OperationsSeattle, WAYou’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 Retail Planning Autopilot FutureSightCo-Founder & CEO - AI Retail Planning AutopilotSeattle, WA$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 - Entrepreneur In Residence FutureSightCo-Founder & CEO - Entrepreneur In ResidenceSeattle, WAYou’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 Wealthtech FutureSightCo-Founder & CEO - AI WealthtechSeattle, WAYou’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 Accounting Agents For CPA Firms FutureSightCo-Founder & CEO - AI Accounting Agents For CPA FirmsSeattle, WAYou’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 ComplianceSeattle, WA$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.
Chief of Staff to the CIO, Sr. Principal Blue Cross and Blue Shield AssociationChief of Staff to the CIO, Sr. PrincipalSeattle, WAThe Technology team is responsible for the delivery, operation, and governance of secure, compliant, and scalable platforms that support critical healthcare services and enable the successful separation and long-term independence of the Ascendiun family of companies. In this role, you will: Drive the development and execution of the Technology strategy by translating the CIO's vision into clear priorities, operating plans, and measurable outcomes; establish governance structures, operating rhythms, and decision frameworks.