
You know something's off. You just can't prove it yet.
A senior tech leader on your side. Someone whose only job is your interests, not your vendor's.
Most firms don't need a full-time CTO. They need one on their side.
DoubleChecked gives growing companies a fractional CTO, a senior technology advisor who sits on your team, holds your vendors accountable, and makes sure your tech spend actually moves your business forward.
15 questions. 5 minutes. Free. No email required.
Or call (904) 701-0153Sound familiar?
These are the things that keep CEOs up at night. We fix them.
The IT Black Box
The bills keep climbing. Things keep breaking. No one can tell you why.
Compliance Kills Deals
Big buyers ask for proof you're secure. You don't have it. The sale stalls out.
IT Leadership Gap
Your IT team runs a help desk. You can't push back on them, because you don't speak the lingo.
Fragmented Systems
You pay for dozens of apps. None of them talk to each other. Your team burns hours on workarounds.
15 questions. 5 minutes. Free. No email required.
Here is what it looks like when we step in.
We outgrew our IT guy
The firm had used the same one-person IT shop for years. The owner felt something was off but could not name what was wrong. Tools were slow. No one trusted the backups. Each new hire took a week to set up. When leadership asked for a tech road map, the IT shop could not write one.
We ran a full review of the setup. We mapped every contract and license. We sat down with the leadership team and built a 12-month plan with goals each quarter. We swapped the old IT shop for a vetted MSP on a right-sized deal, and put a vCIO in the leadership routine.
In 90 days the firm had safe backups, same-day onboarding, and a vendor that answered in plain English. The savings paid for the whole job and then some.

Justin Kane
Owners deserve a person in their corner who knows what is at stake. Justin built DoubleChecked for that reason. Nearly 20 years leading tech, security, and ops for growing firms. Certified EOS Integrator. Small Business Leader of the Year. Jax IT Council board member.
Full backgroundTwo ways to work with us
Ongoing tech leadership, or a fixed price job to fix one thing. Most clients start with one and add the other later.
No one owns your tech. We do.
A senior tech leader on your team. Month to month. Starts at $2,500 a month.
Your IT vendor wrote that deal. Did anyone read it for you?
Three flat fee jobs for owners who want an outside view on their IT vendor. From $2,500.
What inaction actually costs
Most tech problems don't make a sound. They build up in the dark, and then the bill shows up.
What a bad MSP deal costs you over its first term, before you even hit renewal.
From DoubleChecked MSP audit engagements (2022-2025).
What a bad senior hire costs once you add up payouts, lost time, hiring again, and team churn.
Source: SHRM and the U.S. Dept. of Labor put a bad senior hire at up to 213% of yearly pay.
How long the average data breach sits unseen. The longer it hides, the worse the cost and the deeper the legal mess.
What changes when you DoubleCheck
The gap between “winging it” and having a senior tech leader in the room.
The CEO ends up making every tech call. Board meetings get vague. Big choices come down to gut feel.
A senior tech leader sits at your table. Board reports are clear. Each big choice gets a real plan.
The CEO ends up making every tech call. Board meetings get vague. Big choices come down to gut feel.
A senior tech leader sits at your table. Board reports are clear. Each big choice gets a real plan.
The system was built for the company you used to be. Each new feature takes twice as long. No one agrees on what to build next.
We map where you are now. We give you a plain plan to fix what's old. Each new spend ties back to a real goal.
The system was built for the company you used to be. Each new feature takes twice as long. No one agrees on what to build next.
We map where you are now. We give you a plain plan to fix what's old. Each new spend ties back to a real goal.
A buyer asks to see your SOC2 report. You stall. The deal slips away. No one knows where to start.
You have a clear path to SOC2. Your records are ready for an audit. The next big deal feels easy.
A buyer asks to see your SOC2 report. You stall. The deal slips away. No one knows where to start.
You have a clear path to SOC2. Your records are ready for an audit. The next big deal feels easy.
Your IT vendor tells you it's all fine. You can't check if backups run, patches are current, or your bill is right.
An outside audit shows what your IT vendor does and does not do. You see every gap. You get a plan to close each one.
Your IT vendor tells you it's all fine. You can't check if backups run, patches are current, or your bill is right.
An outside audit shows what your IT vendor does and does not do. You see every gap. You get a plan to close each one.
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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Core Advisory Services
Senior leadership, not just help desk tickets.
Fractional Executive Leadership
Senior tech oversight without a full-time hire. We sit on your team and hold the work to a standard.
View detailsTechnology Strategy & Roadmaps
We size up where you are, pick the moves that matter most, and build a road map tied to your goals.
View detailsRisk, Security & Governance
We help you see what you're exposed to, hit the rules you need to hit, and keep the business safe.
View detailsOperational Optimization
We cut the clutter, link your tools, and make sure your tech works for your team and not the other way round.
View detailsMSP Advisory
Three flat-fee services for IT vendor work: contract reviews, vendor picks, and audits. Fixed price. Set scope. We sit on your side of the table.
See MSP Advisory ServicesExecutive Search & Placement
Don't hire a tech lead on a hunch. A working CTO checks each one for real skill and team fit.
View detailsWant a senior IT lead in the room? Look at our Virtual CIO (vCIO) services or get an outside view with MSP Advisory services.
Do you run on EOS?
If your company uses the Entrepreneurial Operating System, you already know the value of structure, accountability, and 90-day execution cycles. DoubleChecked brings that same discipline to your technology function. Justin is a Certified EOS Integrator™ who speaks your language and fits into your existing rhythm.
See how we work with EOS companiesMore Recent Outcomes
Real jobs. Names left out at client request. The numbers are real.
Compliance audit, zero preparation
The firm won a deal with a big hospital, then learned the deal called for a formal security audit. They had no written rules, no real access controls to show, and no list of what sat on the network. The CEO said it felt like a test they did not know they had to take.
We built the program from the ground up: a list of all the assets, access rules, risk reviews, vendor checks, and the paperwork to prove it. We worked with the auditor and got the team ready for every step.
They passed on the first try, closed the hospital deal, and now use that work to win more deals.
Five locations, five different setups
The firm grew by buying smaller shops, and each office ran a different setup. Different email tools. Different file storage. Different ways to track clients. The owner could not pull one report across the firm without calling five offices. Staff who moved between offices had to learn brand new tools.
We picked one standard set of tools, moved each office in turn with no down time for the business, and cut four tools that did the same job. We set up a quarterly review so the owner sees one dashboard.
Staff moves are simple, client data moves with them, and the team works from one source of truth.
How Engagements Start
Most clients start with a check up. No long deal needed to begin.
Focused Diagnostic
We size up your tech, find the blind spots, and show you a clear picture of where you stand. No jargon. No fluff. You walk away with real next steps, whether or not we work as a team.
Right-Sized Engagement
We build a plan that fits what the check up shows. Pick a fractional lead, a fixed scope job, or an ongoing seat at the table. You choose what fits your firm and your budget.
Ongoing Partnership
As your fractional CTO, CIO, or CISO, we sit on your team and run in 90-day cycles tied to your goals. Clear work product. Set check-ins. Real ownership each quarter.
Not sure where you stand? Start with the check up. It pays for itself.
Full-time CTO: $200K to $350K+ per year. Fractional from $2,500 a month. No long deal.
Frequently Asked Questions
Straight answers for executives evaluating fractional leadership.
Managed service providers and IT consulting firms sell execution: helpdesk support, managed infrastructure, project delivery. DoubleChecked provides strategic leadership. We don't manage your helpdesk or sell hardware. We sit on your side of the table, hold your existing IT providers accountable, and make sure your technology investments are aligned to your business goals. When your MSP evaluates your IT environment, they're grading their own work. We're independent.