“I’m the CEO, and I spent Saturday resetting passwords.”Founder doing IT on the side
I take over IT, so people stop coming to you.
Your IT sherpa
Stop being your company’s IT department
I take IT, cloud, and security off your plate, and get you ready for audits when customers ask. Senior help for less than a full-time hire.
- Fixed prices, no surprise invoices
- Everything written down
- Security audit experience
Comfortable across
Microsoft 365Google WorkspaceEntra IDIntuneJamfAWSAzureGCPOPNsense
Who this is for
Who I work with
Small companies, usually 5 to 50 people, where IT grew one fix at a time and nobody owns it.
“If something breaks, it’s on me, and I’m not sure I’m doing this right.”Ops manager who inherited IT
A senior person to back you up, and a setup you can explain.
“Our biggest deal has been stuck in security review for a month.”Team facing a security review
Answers for the questionnaire now, and a plan for the audit.
“Our insurer asked if we have MFA and tested backups. Do we?”Anyone getting outside questions
A clear yes, with documentation to back it up.
What changes
Before and after
- Onboarding a new hire takes most of a dayNew hires are ready 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, and alerts catch surprises early
- It all lives in one person’s headEverything is written down, and it’s yours
Services
How I can help
A fixed-price project, or ongoing help each month.
Monthly
Fractional IT ManagementLogins, laptops, and backups, handled
A senior IT person on a monthly retainer. I handle onboarding, devices, Microsoft 365 or Google Workspace, backups, and vendors, so you can run the company.
$800–1,500 / month
Details & scope Monthly
Cloud InfrastructureA predictable cloud bill and an account you trust
Ongoing cloud hygiene for AWS, Azure, or GCP. No stale access, no surprise bills, and backups that have been tested.
$800–1,500 / month
Details & scope Project
Compliance & Audit ReadinessGet through the security review and close the deal
Get ready for the audit your customer is asking for, with help from someone who has taken a company through two security certifications at once.
From $2,500project
Details & scope How it works
Three steps
- 01
Short call
Your setup, your size, and what’s broken. 30 minutes, no sales pitch.
- 02
Fixed proposal
What’s in, what’s out, and the price, in writing within a few business days.
- 03
Remote delivery
Scheduled sessions, written updates, and full documentation at the end.
About
Hi, I’m Cooper.
Ten years in IT, from the help desk to infrastructure engineering. I currently run IT operations for a Denver insurance technology company. Sherpable is how I help small teams that aren’t ready for a full-time IT hire.
- 10 yrs
- in IT & infrastructure
- 5+
- acquisitions integrated
- 2
- security certifications, at the same time
Field notes
All notesRecent writing
Your IT person just left. Here's the first two weeks.
A plain two-week plan for small companies when the one person who ran IT leaves: lock down access, find what they owned, and keep audits and customers on track.
offboardingsmall businessfractional IT
How to answer a customer security questionnaire without guessing
How to get through vendor security forms without a full-time security team: gather evidence first, answer honestly, and reuse what you write.
security questionnairescompliance
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
Tell me what’s broken.
A free 30-minute call. You’ll leave with a clear next step, whether or not we work together.