Co-Founder & CEO - AI Clinical Documentation Compliance FutureSightCo-Founder & CEO - AI Clinical Documentation ComplianceBoston, MA$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 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 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.
Sr. Director, AI Finance & Legal Transformation SharkNinja Operating LLCSr. Director, AI Finance & Legal TransformationNeedham, MA$225,000–$275,000 / yearPowered by two trusted, global brands, Shark and Ninja, the company has a proven track record of bringing disruptive innovation to market and developing one consumer product after another has allowed SharkNinja to enter multiple product categories, driving significant growth and market share gains. Strong technical fluency in AI/ML, with hands-on experience deploying enterprise LLM platforms (Claude, ChatGPT): you can evaluate tools, assess platforms, and hold your own in technical discussions with engineers and data scientists.
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 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 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.
NewCo-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 - Healthtech - AI Clinical Documentation Compliance FutureSightCo-Founder & CEO - Healthtech - AI Clinical Documentation ComplianceBoston, MA$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.
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.
Chief Technology Officer CP Payroll, LLC dba ConnectPayChief Technology OfficerMansfield, MA$200,000–$225,000 / yearThe ideal candidate is an experienced technology executive with a proven track record leading engineering organizations in a high-growth SaaS or technology environment, successfully delivering modern cloud-based platforms, and implementing AI-driven solutions that produce measurable business outcomes. Excellent leadership, communication, executive presentation, and stakeholder management skills, with the ability to influence and collaborate effectively across executive leadership, Board members, customers, partners, and technology teams.
Chief Financial Officer Management Sciences for Health IncChief Financial OfficerBoston, MARemote$220,000–$275,000 / yearBeyond ensuring sound financial stewardship, the CFO helps the Leadership Team make better strategic decisions by translating financial information into clear insights, challenging assumptions, evaluating tradeoffs, and identifying opportunities to strengthen organizational performance. Reporting to the President and Chief Executive Officer (CEO), the Chief Financial Officer (CFO) is a strategic enterprise leader responsible for shaping the financial direction of Management Sciences for Health (MSH) and helping position the organization for long-term sustainability and growth.
Chief Information Security Officer (Ciso) Bit SightChief Information Security Officer (Ciso)Boston, MA$280,000–$375,000 / yearAI-Powered Risk Strategy: Combining deep technical and operational security expertise with strong business acumen and executive presence, you will play a critical role in shaping Bitsight's perspective on how organizations can understand, measure, and reduce cyber risk in an environment increasingly influenced by AI-driven threats. Extensive Security Leadership: 10+ years of experience in cybersecurity, information security, or risk management, including 5+ years leading enterprise, corporate, or product-adjacent security organizations in high-growth SaaS, cloud, technology, or cybersecurity companies.
Senior Major Gifts Officer WGBHSenior Major Gifts OfficerBoston, MA$89,540–$118,050 / yearReporting to the Senior Director of Development, Major Gifts, the Senior Major Gifts Officer (SMGO) will work in a fast-paced, highly complex development environment and will manage a portfolio of approximately 150 local and national donors and prospects who have the potential for making five -, six-, and seven-figure gifts to support GBH's institutional priorities. It plays a vital role in helping to finance broadcast, video, digital, and audio programs, including celebrated dramas, investigative journalism, documentaries, children's media, podcasts, and other local and national programming in the public media system.
Chief Nurse Executive - MGB Brigham and Women's HospitalChief Nurse Executive - MGBSomerville, MA$750,000–$950,000 / yearKNOWLEDGE, SKILLS, AND ABILITIES REQUIRED: Executive Leadership, Results Orientation, Organizational Skills, Collaboration, Business Acumen, Initiative, Advanced Communicator & Interpersonal Skills, Program Implementation, Project Management, Innovation, Confidence in Complexity and Ambiguity, Political Savy, Judgement, Time management, Technology, Healthcare Economics, Ability to Build Strong Partnerships/Relationships, and Mass General Brigham Values. Founded by Brigham and Women's Hospital (BWH) and Massachusetts General Hospital (MGH), MGB supports a complete continuum of care including two academic medical centers, community and specialty hospitals, a managed care organization, a physician network, community health centers, home care and other health-related entities.
Director, PEPI - Technology Services CIO Domain Alvarez & Marsal Holdings LLCDirector, PEPI - Technology Services CIO DomainBoston, MAThis role requires a practitioner who has operated inside or directly alongside CIO organizations-someone who has personally led IT transformations, managed vendors, governed AI deployments, or run enterprise technology programs-and who can translate that hands-on operating experience into rapid, credible impact within the compressed timelines of a PE holding period. Data platform & BI transformation: Track record leading large-scale data platform modernization - including cloud and modern data platform architecture spanning hyperscalers and data-lake environments, enterprise data governance, and business intelligence enablement - to support AI-ready, insight-driven decision-making at scale.
NewTechnical Co-Founder (Cto) - AI Legal Front Desk FutureSightTechnical Co-Founder (Cto) - AI Legal Front DeskBoston, MAStrongly 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.
NewTechnical Co-Founder (Cto) - AI Collections Agent FutureSightTechnical Co-Founder (Cto) - AI Collections AgentBoston, MAIn 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.
Chief Product Officer, SVP State StreetChief Product Officer, SVPMassachusettsPeople Leadership: The ideal candidate must demonstrate a proven track record of building and leading a high-quality teams and instilling in them a performance orientation, engaging and inspiring in them a sense of shared purpose and the collective skill sets needed to deliver stretch goals. Client Focused Leadership: Possessing a client/customer service orientation toward internal and external parties, he/she will have acted as an advisor to and proactively developed relationships with a variety of internal and external constituencies.
Chief Technology Officer, MD State StreetChief Technology Officer, MDBoston, MassachusettsEstablish Security and Privacy Framework: Design and implement an ironclad security posture appropriate for a regulated financial platform handling sensitive financial and data — spanning PII protection, identity and access management, zero-trust architecture, encryption strategy, secure development lifecycle, vendor security reviews, responsible AI governance controls (ensuring algorithmic fairness and explainability), data retention policies, and security monitoring and threat detection. Recruit and Build the Engineering Organization: Build the initial technical team — defining organizational structure and hiring priorities — with likely early hires spanning a Founding/Principal Engineer, Platform Engineer, Full Stack Engineers, Mobile Engineers, Security Engineer, QA/Automation Engineer, Data/AI Engineers, and Site Reliability Engineers.