Fractional Chief Information Officer

The Opportunity

We are looking for a Fractional Chief Information Officer to lead the operational and strategic side of our technology function. The CIO is a senior executive responsible for our internal technology strategy, digital transformation, and technology-driven business operations. You will bridge business objectives and technology — overseeing systems, data security, and workflow efficiency — and turn our technology investments into dependable, scalable outcomes.

You will partner closely with a highly capable Chief Technology Officer who leads architecture and product engineering. Your focus is complementary: taking what is built and making it run reliably in production, driving adoption, building and structuring the technology team, and giving leadership clear visibility into delivery. This is a builder-of-systems-and-teams role, not an individual-contributor coding role.

What You'll Own

Technology delivery & program management

• Own the technology roadmap, backlog, and delivery cadence — ensuring every workstream has a clear owner, estimate, committed date, and visible status.
• Sequence priorities, surface trade-offs, and keep leadership informed with accurate, low-effort reporting.
• Bring order and predictability to day-to-day operations across our tools and systems.

Operationalizing technology (build to production)

• Own the path from "built" to "live and adopted" — deployment, configuration, testing, monitoring, and end-user enablement.
• Establish release discipline: environment alignment, versioning of live workflows, pre-launch testing, and post-deploy verification.
• Drive adoption of platform capabilities (CRM campaigns, AI agents, reporting) by the teams they serve, and stand up observability so issues surface early.

Team building & organizational design

• Design the technology organization: define the roles needed, and recruit, onboard, and manage technical and operational staff and vendors.
• Build depth and resilience into the team so critical systems are well-supported and scalable.

Business–technology bridge

• Translate business objectives — capital raising, investor experience, marketing, and new product initiatives — into prioritized technology outcomes.
• Tie technology decisions to measurable business results and communicate them to leadership in business terms.

Security, governance & risk

• Own information security posture: access control, secrets management, endpoint auditing, and data-integrity controls.
• Establish IT governance appropriate to a regulated financial-services environment, in coordination with legal and compliance.
• Own business continuity, backups, and incident response for critical systems.

Workflow efficiency & internal systems

• Rationalize the internal application and automation stack, eliminate broken hand-offs, and reduce operational drag.
• Ensure investor-facing service needs surfaced by our systems are routed to the right operational owners quickly.

Your First 90 Days

1. Days 1–30: Establish a single source of truth for technology status, owners, and target dates, and a lightweight weekly leadership readout.
2. Days 31–60: Get our highest-value built systems fully operational and adopted, proving a repeatable build-to-production pipeline.
3. Days 61–90: Publish the technology org design and hiring plan, a security and governance baseline, and a prioritized roadmap tied to business goals.

What You Bring

• Senior technology leadership experience (CIO, VP Engineering, Head of Technology Operations, or similar) scaling systems and teams.
• A proven track record of operationalizing technology: release management, deployment discipline, QA, observability, and driving adoption.
• Strong program and project management skills, and experience with organizational design, hiring, and vendor management.
• Security and governance fluency; comfort operating in a regulated financial-services context.
• A business-minded approach — translating technology into commercial outcomes and communicating clearly with executive leadership.
• A collaborative, low-ego style, with the ability to partner closely with a talented technical team and earn trust quickly.

Bonus points

• Fintech, proptech, or financial-services experience.
• Familiarity with modern web, data, and AI/automation stacks.
• Experience in a founder-led, fast-moving growth environment.

Engagement

This is a fractional, part-time engagement designed to scale with the needs of the business, with the potential to expand over time. Compensation is competitive and commensurate with experience.