Small companies
5–50 people, real customers, and an IT setup that was never designed — it just accumulated.
Your IT sherpa
Senior IT help for teams that outgrew DIY
I run your IT, clean up your cloud, and get you through SOC 2 or ISO 27001, for a fraction of what a full-time hire costs.
- Fixed-scope proposals
- Written handoff, every time
- SOC 2 & ISO 27001 experience
Comfortable across
SOC 2ISO 27001VantaDrataMicrosoft 365Google WorkspaceEntra IDIntuneJamfAWSAzureGCPOPNsense
Who this is for
Grown-up infrastructure, without a full-time hire
Remote-first. Clear scope. No ticket roulette — you work with the same senior person every time.
Founders
You’re the de facto IT department, and it’s eating hours you should spend on the business.
Teams facing an audit
A big customer wants your SOC 2 report or ISO 27001 certificate, and nobody on the team has done one before.
Sound familiar?
If two or more of these are true, you’re in the right place.
- Nobody’s sure who still has admin access
- Admin passwords in a shared doc (or one person’s head)
- A cloud bill that creeps up every month
- Backups nobody has ever restored
- Onboarding that depends on who remembers what
- A customer security questionnaire you can’t answer
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 Management
About 10 hours a month as your senior IT person: identity and endpoints, Microsoft 365 or Google Workspace, backups, vendors, documentation, and the decisions that keep things from catching fire.
$800–1,500 / month
Details & scope Monthly
Cloud Infrastructure Hygiene
About 10 hours a month on AWS, Azure, or GCP: IAM cleanup, cost waste, backups, monitoring, and patch posture — so the account stays boring and predictable.
$800–1,500 / month
Details & scope Project
SOC 2 & ISO 27001 Readiness
Guidance through SOC 2 and ISO 27001 from someone who’s taken a company through both at once: a gap assessment, a realistic roadmap, controls that fit how you actually work, and a steady hand through the audit.
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.
What’s not included
Clear edges make better work
Everything is remote design and configuration. Cloud work is ops and hygiene, not app development. Saying so up front keeps every engagement honest.
- On-site installs, mounting, or wiring
- 24/7 NOC or on-call coverage
- Consumer printer support
- Open-ended “quick question” tech support
- Application development
Your photo
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
- certifications at once: SOC 2 Type II + ISO 27001
Field notes
All notesPractical writing from the trail
SOC 2 vs. ISO 27001: which one do you need?
Both prove you take security seriously, but they work differently. What each one is, who asks for which, how the audits work, and how to decide.
SOC 2ISO 27001compliance
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 to talk through your stack, your size, and the actual headache. You’ll leave with next steps, whether or not we work together.