Virtual CTO Advisory & Fractional Services
We do not sell tools. We bring the senior tech voice you need to take the chaos down and the risk with it.
What we don't do
Our advice is our own. We point you to what you need, not what we sell.
More software often means more pain. We pick the simple path.
We pick outcomes and clear calls over long decks and busy dashboards.
Two ways to work with DoubleChecked
You may need a steady senior tech voice. You may need a one-off job with a flat fee. We have a path that fits both.
Virtual CTO Advisory
A senior tech voice in your team (also called fractional CTO). We sit at your senior table. We own the plan. We ride herd on vendors. We hold the work to 90-day beats. No long deal needed.
Senior tech help for firms that need a real lead but cannot bring on a full-time hire yet. We sit at your senior table. We own the tech work. We make sure each task lands.
Typical Engagements
- Leadership team cadence & reporting
- Ownership mapping & accountability
- Vendor strategy & management
- Meeting rhythm & performance tracking
- Risk leadership & board reporting
We go past day-to-day IT help to build a real tech plan. We size up where you stand. We name the moves that matter most. We hand you a roadmap that ties to your firm's goals.
Typical Engagements
- Current-state technology assessment
- System upgrade roadmap & budgeting
- Cost rationalization & audit
- Build vs. buy guidance (off-the-shelf vs. custom)
- Fixing hidden bottlenecks slowing your team
We go past "install antivirus" to true risk work at the senior level. We help you see your real risk. We help you meet audit rules. We help you sleep at night.
Typical Engagements
- Executive risk review & scoring
- Security program direction
- Policy & governance framework
- Breach response planning & rehearsal
- Compliance roadmap (SOC2, ISO, HIPAA)
Tech is no help if it adds friction. We simplify the way you work. We tie your systems together. We make sure your tools work for your team, not against it.
Typical Engagements
- Systems/process friction analysis
- Workflow redesign & automation
- Tooling simplification & integration
- Software subscription cleanup & savings
- Change management support
Not sure your IT shop gives you a fair deal? Our outside MSP audit checks your contract, service, security, tech calls, and vendor work. You get a written report with scored findings and a clear next-step plan.
Typical Engagements
- Contract & commercial review
- Service delivery assessment
- Security posture verification
- Technology stack review
- Relationship & governance health
AI is already inside your business, whether you've approved it or not. We help you take stock of what's in use, write an acceptable use policy, evaluate AI vendors before you sign, and decide where AI is actually worth deploying.
Typical Engagements
- AI readiness assessment
- Acceptable use policy development
- Microsoft Copilot rollout guidance
- AI vendor evaluation & contract review
- Shadow AI inventory & governance
Most firms have tech. Most firms do not have a plan for it. We build IT plans that tie each tech spend to your firm's goals. We hold each owner to the work.
Typical Engagements
- Current state technology assessment
- Gap analysis & 90-day roadmap
- Vendor review & contract evaluation
- Build vs buy decision support
- Board-ready executive reporting
Do not hire a tech lead on a gut feel. Our CTO-led search helps you set the role, grade real tech skill, and land a hire who fits your team and your plan. Built into our advisory work.
Typical Engagements
- Role definition & requirements mapping
- Technical competency assessment
- Candidate vetting by CTO-level advisors
- Cultural & leadership fit evaluation
- Onboarding transition support
Choose your free guide
Two guides built for business owners who want straight answers about their technology.
5 signs your company has outgrown its current tech setup
A practical checklist for CEOs and founders managing technology without a dedicated executive.
- Technology decisions are made by gut feel, not by someone who owns the outcome
- Your IT spend is growing but nobody can explain where it goes
- A vendor, investor, or client has asked a technology question nobody could answer
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