“I’m the CEO, and I just spent my Saturday resetting passwords.”Founder doing IT on the side
Get your week back. I become the person everyone asks.
Your IT sherpa
Stop being your company’s IT department
I take IT, cloud, and security off your plate, and get you audit-ready when a customer asks. Senior help, for a fraction of a full-time hire.
- Fixed prices, no surprise invoices
- Everything written down
- Real security audit experience
Comfortable across
Microsoft 365Google WorkspaceEntra IDIntuneJamfAWSAzureGCPOPNsense
Who this is for
If you’ve thought this lately, we should talk
Small companies, usually 5–50 people, where IT grew one fix at a time and nobody really owns it.
“If something breaks, it’s on me — and I’m not sure I’m doing any of this right.”Ops manager who inherited IT
Someone senior in your corner, and a setup you can explain to anyone.
“Our biggest deal has been stuck in security review for a month.”Team facing a security review
Answers for the questionnaire now, and a clear path through the audit.
“Our insurer asked if we have MFA and tested backups. Do we?”Anyone getting outside questions
A confident yes, with the documentation to prove it.
What changes
From “probably fine” to handled
- Onboarding a new hire is a day of scramblingNew hires are working on day one
- People who left might still have accessAccess is removed the day someone leaves
- Security questionnaires stall deals for weeksYou answer them in an afternoon
- The backups probably workBackups are tested, and you can prove it
- The cloud bill creeps up every monthSpend is predictable, with alerts before surprises
- It all lives in one person’s headEverything is written down, and it’s yours
Services
Three ways to get to solid ground
Start with a fixed-price project, or keep a senior hand on the wheel every month.
Monthly
Fractional IT ManagementNever think about logins, laptops, or backups again
Your senior IT person, on a monthly retainer. Onboarding, devices, Microsoft 365 or Google Workspace, backups, and vendors, all handled, so you can get back to running the company.
$800–1,500 / month
Details & scope Monthly
Cloud InfrastructureA cloud bill you can predict, and an account you don’t worry about
Ongoing cloud hygiene for AWS, Azure, or GCP: no stale access, no surprise bills, and backups you’ve actually tested.
$800–1,500 / month
Details & scope Project
Compliance & Audit ReadinessGet through the security review, and close the deal
From “a customer wants our audit report” to audit-ready, guided by someone who’s taken a company through two major security certifications at once.
From $2,500project
Details & scope How it works
A clear route, start to summit
- 01
Short call
Your stack, your size, and the actual headache. 30 minutes, no pitch deck.
- 02
Fixed proposal
What’s in, what’s out, and the price — in writing, within a few business days.
- 03
Remote delivery
Scheduled sessions, async updates, and a written handoff you actually own.
Your guide
Hi, I’m Cooper.
Ten years in IT, from the help desk to infrastructure engineering. Today I run IT operations for a Denver insurance technology company. Through Sherpable, I give small teams the same senior thinking without a full-time hire.
- 10 yrs
- in IT & infrastructure
- 5+
- acquisitions integrated
- 2
- security certifications, at the same time
Field notes
All notesPractical writing from the trail
What does a fractional IT manager actually do?
A plain-English guide to fractional IT management: what’s included, how it differs from an MSP or a full-time hire, what it costs, and when it makes sense.
fractional ITsmall businessIT management
The 30-minute AWS IAM cleanup checklist
Stale keys, root usage, and admin sprawl are the most common findings in small-team AWS accounts. Here’s how to find them fast — and what to fix first.
cloudAWSIAM
Tell me what’s broken. I’ll map the way up.
A free 30-minute call. Tell me what’s keeping you up at night, and you’ll leave with a clear next step, whether or not we work together.