Vetted Chief Technology Officers in the Greater Boston

“Serial entrepreneur who has created several companies, brought them to market, raised as much as $15M, and achieved exits before moving on to new ideas. Combines an academic and institutional background spanning Harvard, MIT, Mass General Brigham, and the Department of War with two decades of consulting experience, and is especially motivated by building impactful technology.”

“Cybersecurity entrepreneur building a solution focused on emerging AI-driven security risks, aimed at helping mid-sized companies defend against advanced threat actors without needing large internal teams. Has a business plan, has raised capital, and is currently entering a seed VC round while doing fractional CTO/interim work to cover advisor and corporate legal costs amid upcoming EU cybersecurity/resilience policy changes.”

ALEXANDER SHEYNER

Screened

Executive IT & Enterprise Architecture leader specializing in portfolio transformation, data/AI, and M&A

Boston, MA35y exp

“Fractional CTO supporting early-stage teams in the UAE and Ukraine to build platforms using an "Agentic OS" approach—one focused on reducing friction across patient/provider/payor engagement and another on enforcing transparency for international rebuilding investments to reduce fraud. Also exploring an alternative-energy feedstock plantation opportunity in Armenia with multi-industry downstream revenue potential; has created project-specific investor pitch decks and is actively engaging potential investors.”

“Product leader focused on AI-powered, human-centered platforms, including a holistic support product for young female athletes in underserved communities. Has worked across startups and large enterprises on multimodal AI, predictive workflows, and commerce platforms, with experience building teams and shaping products around both user trust and measurable business outcomes.”

Benjamin Feldman

Screened

Director-level application development leader specializing in FinTech and digital transformation

Boston, MA16y exp

“Hands-on engineering leader in a private-company/startup-like environment who builds full-stack financial systems and leads small teams. Notably replaced a failed third-party banking platform with an in-house Azure-based product integrating major bank APIs, driving $200K-$300K in annual savings and major workflow automation and performance gains.”

“Senior product leader with a track record of rebuilding complex enterprise products in legal tech, martech, and financial data. Notably transformed Recommind's eDiscovery UX ahead of its $163MM acquisition and now builds high-scale LLM-powered SEC filing analysis at FeeLogic, combining strong AI product judgment with a human-centered philosophy for high-stakes workflows.”

“Entrepreneurial defense-industry operator with 13 years of experience and a clear thesis around automating the tedious DoD capture, pricing, and bidding process with AI. Previously built a design and engineering team around a Bluetooth MLB scoreboard product ('Liveboard') and has firsthand exposure to VCs and the Boston startup ecosystem.”