Technology Leadership That Fits Your Stage

Start with a diagnostic or jump straight into a retainer. Clear deliverables, measurable outcomes, no long-term contracts. Every engagement earns its place.

From Diagnosis to Partnership

1

Diagnostic

Start with a Tech Check or Deep Dive. Get a clear picture of where your technology stands and what it's costing you.

2

Roadmap

Receive a prioritized action plan with specific dollar values attached to every finding and recommendation.

3

Partnership

Transition into a retained CTO relationship. Diagnostic clients get 50% off their first retainer month.

See Where You Stand

Every diagnostic produces a dollar-valued action plan. You'll know exactly what your technology is costing you — and what to do about it.

Technology audit in progress
Focused Assessment

Tech Check

2 weeks Focused assessment

I assess your operations, pipeline, product, stack, and team, then build an AI Opportunity Map with specific findings and next steps. Not "you should explore AI." More like "this process is your biggest bottleneck, here's the fix, and here's what it's worth."

  • Technology stack audit — what you're running, what it costs, what's redundant
  • AI Opportunity Map — operations, pipeline, and product
  • Vendor contract review with cost analysis
  • Prioritized action plan with dollar values
  • 60-minute debrief — findings, questions, next steps
Schedule a Tech Check
Comprehensive technology strategy session
Comprehensive Evaluation

Tech Deep Dive

4 weeks Comprehensive evaluation

Everything in the Tech Check, plus team interviews, process mapping, competitive analysis, and a 12-month roadmap. Built for businesses preparing for growth, acquisition, or major technology decisions.

  • Everything in the Tech Check, plus:
  • Team & process interviews — how your people actually work
  • Process mapping — bottlenecks, handoffs, manual work costing you time
  • Competitive positioning analysis
  • 12-month technology roadmap with milestones
  • 90-minute debrief — detailed walkthrough + strategic discussion
Schedule a Deep Dive

Choose Your Level of CTO Partnership

Ongoing technology leadership tailored to your growth stage. No long-term contracts — upgrade, downgrade, or cancel any time. Every tier includes structured deliverables, priority access, and measurable outcomes.

Essentials

"I finally have someone technical I trust watching my back."
 
Advisory Partnership
  • Monthly 60-minute strategy session
  • Async access — email/Slack, 48hr response
  • Quarterly technology roadmap
  • Annual vendor audit
  • Quarterly AI readiness pulse check
  • GeoScored local SEO monitoring included

Scale

"I have a CTO. My technology differentiates me from every competitor."
 
Embedded CTO
  • Everything in Growth, plus:
  • Weekly strategy sessions
  • Hands-on technical work — architecture, sprints, system design
  • Board-ready reporting
  • Vendor negotiation support
  • Custom AI buildout — you own the IP
  • Full segment exclusivity
💰

Diagnostic Credit

Diagnostic clients get 50% off their first retainer month, any tier. Start with a Tech Check or Deep Dive, see the value, and carry that momentum into a retained partnership at half the cost for month one.

Beyond the Retainer

Project Work — Additional Scope

For retainer clients who need focused execution on a specific initiative beyond their monthly allocation. Commonly used for platform migrations, vendor transitions, or security remediation projects.

Scoped per project

Emergency Technology Response

Critical incident support for retainer clients. Security breaches, outages, vendor emergencies — when you need your CTO now, not next Tuesday. Included at Growth and Scale tiers; available to Essentials clients at project rates.

Included at Growth & Scale tiers

Before You Decide

What exactly does a fractional CTO do?

Everything a full-time CTO does — technology strategy, vendor management, team oversight, architecture decisions, AI implementation — but on a retained, fractional basis. A qualified full-time CTO costs $350K–$600K in total compensation. You get the same caliber for a fraction.

How is this different from a consultant or IT company?

Consultants hand you a report and leave. IT companies manage your help desk. A fractional CTO embeds in your business, attends your leadership meetings, knows your team by name, and owns the technology outcomes. The difference is accountability.

What does "competitor exclusivity" mean?

At the Growth tier, you can name specific competitors who are contractually locked out of working with MyChiefTech. At the Scale tier, your entire industry segment is exclusive — no one in your competitive space can hire your CTO.

Do I have to start with a diagnostic?

No — you can start with a diagnostic or jump straight into a retainer. We recommend the diagnostic because it establishes a baseline, identifies quick wins, and builds confidence before committing to a monthly partnership. Diagnostic clients get 50% off their first retainer month, so there's a real incentive to start there.

What if I need to change tiers or cancel?

Upgrades take effect immediately. Downgrades and cancellations take effect at the start of your next billing month — just let us know before the current month ends. No long-term contracts, no cancellation penalties. It's our job to earn your business every month.

Can you work with my existing IT team or MSP?

Absolutely. Most clients have an existing IT provider or internal team. Your fractional CTO operates at the strategic level — setting direction, evaluating vendors, and making architecture decisions — while your existing team handles day-to-day operations.

Start With a Tech Check

In two weeks, you'll know exactly where your technology stands and what it's costing you. Diagnostic clients get 50% off their first retainer month.

Schedule Your Tech Check →