90-Day Technology Sprint

Senior Technology Leadership Without Hiring a Full-Time CTO

Technology problems usually show up as business problems: missed deadlines, unclear priorities, rising costs, fragile systems, frustrated teams, vendor issues, or leadership uncertainty.

The 90-Day Technology Leadership Sprint helps companies quickly identify what is slowing technology execution, align leadership around the right priorities, and start making measurable progress.

This is not a generic assessment or advisory retainer. It is a focused engagement designed to create clarity, accountability, and momentum.

Who This is For

This sprint is built for companies that need experienced technology leadership now, but do not yet need a full-time CTO.

It is a strong fit for:

SMBs with growing technology needs
Founder-led companies that have outgrown informal tech decision-making
PE-backed or acquisition-minded companies that need better visibility into technology risk
Companies using internal teams, contractors, vendors, or offshore development partners
Leadership teams preparing for growth, diligence, modernization, or major technology decisions

Problems This Helps Solve

You may be a good fit if:

Your roadmap keeps slipping
Engineering is busy, but business outcomes are not improving
Vendors or contractors need stronger oversight
Technical debt is slowing delivery
Systems work today, but may not scale tomorrow
Leadership lacks a clear view of technology risk
You need to modernize without committing to a massive rewrite
You are considering AI, automation, or data improvements but need practical direction

What We Accomplish in 90 Days

Clarity

We identify the real constraints across your platform, team, roadmap, delivery process, vendor relationships, and technology risks.

Prioritization

We separate urgent problems from noise and turn the findings into a practical action plan tied to business goals.

Momentum

We help move priority items forward during the sprint itself — not just document what should happen later.

What’s Included

Executive technology assessment
Leadership alignment sessions
Roadmap and priority review
Technical debt and risk prioritization
Vendor, contractor, or team oversight review
Lightweight operating rhythm for better visibility and accountability
90-day action plan with owners, sequencing, and next steps
Implementation support on selected priorities

Typical Outcomes

By the end of the sprint, you should have:

A clear view of the most important technology constraints
A prioritized plan tied to business outcomes
Better alignment between leadership, product, and engineering
Improved visibility into delivery progress and blockers
A stronger technology story for investors, buyers, board members, or internal leadership
A practical path for modernization, scaling, data, AI, or operational improvement

What This Is Not

This is not staff augmentation.

It is not an outsourced engineering team.

It is not a full platform rebuild.

It is not an attempt to fix every technology issue in 90 days.

The sprint is designed to identify the highest-leverage issues, create executive clarity, and drive targeted progress.

How the Sprint Works

Weeks 1–2: Discovery and Alignment

Review business goals, current systems, roadmap, team structure, vendors, risks, and pain points.

Weeks 3–4: Diagnosis and Prioritization

Identify the highest-impact constraints and align on what needs attention first.

Weeks 5–10: Execution Support

Improve operating cadence, support key decisions, provide team or vendor oversight, and help move priority work forward.

Weeks 11–12: Roadmap and Transition

Finalize the go-forward plan, clarify ownership, and determine whether continued fractional CTO support, hiring, vendor changes, or deeper modernization is needed.

Why Work With Me

I bring more than 20 years of technology leadership experience across SaaS, financial services, data platforms, regulated environments, and growing companies.

I help leadership teams translate business goals into practical technology execution — without overbuilding, overcomplicating, or chasing trends that do not move the business.

Ready to Get Control of Your Technology Priorities?

If technology decisions are becoming harder, slower, or riskier, a focused 90-day sprint can help you regain clarity and momentum before committing to a full-time CTO hire or major technology investment.