Vetted Chief Technology Officers in Remote

“CTO-focused candidate with experience at foundations evaluating startups, including reviewing technical architectures and coaching teams to refine ideas for better platform fit and synergies. Prioritizes company culture and integrity when choosing leadership roles.”

“Engineering/product leader with repeated experience defining roadmaps and delivering platform migrations across SaaS and enterprise contexts. Scaled an education system from two districts to 2M+ students statewide, and led an Elasticsearch-based architecture for an internal Disney product serving ~100K employees. Known for rigorous execution (RAID/OKRs/sprints), strong stakeholder communication (weekly AI summaries), and empowering teams via end-to-end ownership and customer-connected development.”

“Insurance-tech CTO and repeat founder with 10+ years in insurance startups; was employee #4/CTO at Polly (formerly DealerPolicy) and helped scale it from a PowerPoint to 250 employees while raising $180M+. Currently building and selling AgentCanvas.ai—an extensible AI accelerator platform for large insurance agencies—after coding the product end-to-end and now running demos/POCs with prospective buyers.”

“Founder/CTO-type startup leader who has built cloud-native data and AI platforms from scratch while owning both technical vision and product direction. Brings rare end-to-end startup experience spanning zero-to-one building, growth-stage execution, and fundraising from early stage through exit, with a strong ability to translate technical complexity into clear investor narratives.”

Lavrenti DeLavrenti

Screened ReferencesStrong rec.

Director-level Technology Leader specializing in cloud-native platforms, AI/ML, and SaaS

Remote15y exp

“Engineering leader (Director/VP level) who has repeatedly aligned product and engineering through ROI-driven quarterly roadmaps and strong stakeholder communication, including board presentations. Built a parallel cloud team to migrate an on-prem product to the cloud, credited with delivering $9M ARR, and led a Python monolith-to-serverless event-driven microservices transformation. Currently manages distributed teams across Mexico, India, and the US using pod-based structures, clear KPIs, and a supportive accountability culture.”

“Fintech startup veteran (8+ years) building TrustRelay, a control-plane product between ERPs and banks to verify vendors, enforce pre-flight payout policies, automate reconciliation, and produce deterministic audit evidence. Currently at MVP stage and planning to pursue Founders Institute Boston Sprint 2026 while lining up design partners and raising pre-seed/seed.”

“Insurtech R&D leader turned CTO with 25+ years across telecom, DoD, automotive, and commercial insurance. Built patented AI-driven insurance document ingestion (>95% accuracy with 1–3 samples) and led Azure-based backend/service development while managing up to 15 engineers at a commercial P&C MGA that reached a ~$60M book of business (~30 loss ratio) before run-off due to paper issues. Known for hands-on discovery (including field inspections) and rapid MVP delivery, including a risk-inspection iPad app that auto-generated draft reports.”

Tuukka Luolamo

Screened

Executive Technology Leader (CTO) specializing in AI, cloud, and distributed platforms

Remote14y exp

“Engineering leader who stays hands-on in high-leverage technical areas (architecture, scalability, reliability) while operating at an executive level. Led StagePilot’s shift from a tightly coupled legacy system to a cloud-native, event-driven real-time platform proven at 1M+ concurrent users, and previously scaled multiple SRE teams at McGraw-Hill with SLOs, on-call, and blameless ops practices.”

“Entrepreneurial product builder who created chaintrigger.com in response to early Web3 demand for real-time on-chain event reactions, offering an alternative to The Graph Protocol and achieving adoption among games and other Web3 projects. Currently developing new tools, dogfooding internally, and building distribution via personal network and a niche Twitter/X following to gather feedback and iterate quickly.”