Business IT · Runbooks · Security

Your business runs on IT.
Let's make sure it runs right.

Upstart Security helps small and mid-size businesses get their IT under control — a clear runbook, a real security assessment, or a fractional CISO who knows your stack. One accountable senior pro. No jargon, no 40-hour contracts.

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★ 30 years in IT · Works with your team & tools · Plain-English reporting
Free guide

5 Things to Check on Your IT

A short, practical checklist to spot the gaps that cause outages and security headaches. No spam — just the guide and a few useful emails.

Prefer to talk? Book a call instead.

Services

Pick the level of help your IT actually needs

Three clear engagements. Every one starts with a call and a written quote before any work begins.

Runbook

from $2,000

A written, plain-English runbook for your systems — how things work, who owns what, and what to do when it breaks.

  • Documented systems & ownership
  • "When X breaks, do this" playbooks
  • End your dependency on tribal knowledge
Learn more
Most popular

Runbook + Assessment

from $4,000

Everything in Runbook, plus a security & readiness assessment of your stack with prioritized fixes.

  • Full runbook for your systems
  • Security & readiness assessment
  • Prioritized, actionable remediation list
Learn more

Fractional CISO

from $500/mo · 6-mo min

A senior security brain on your side — ongoing oversight, guidance, and accountability without a full-time hire.

  • Ongoing security oversight
  • Advice your team can act on
  • Accountability & continuity
Learn more
How it works

No mystery, no runaway scope

1

Book an intro call

20 minutes. Tell me where your IT hurts and what's keeping you up at night.

2

I scope the right tier

You get a clear recommendation and a written quote before any work starts.

3

We get to work

Real deliverables and plain-English updates as we go.

4

You're covered

Runbooks, a clear remediation plan, or ongoing CISO oversight — your call.

Fit check

Is this the right call for your business?

Probably a great fit if…

  • You run a small or mid-size business where IT matters to revenue
  • You don't have one senior person to truly own the tech
  • You use cloud tools, networks, and home-grown systems
  • You've been burned by outsourcing and want accountability

Probably not a fit if…

  • You need a big-vendor enterprise relationship
  • You just need someone to plug in one cable
  • You want a full in-house CISO, 40 hours a week
Results

Teams that stopped guessing

FAQ

Common questions

A runbook is a written, plain-English map of your systems: how they work, who owns each piece, and the exact steps to take when something fails. It turns tribal knowledge into something anyone on the team can act on.
No. The Runbook and Runbook + Assessment tiers are one-off engagements with a fixed, written quote. Only the Fractional CISO is ongoing, and it has a 6-month minimum so it's actually useful.
Usually not. I work alongside your existing staff and tools, add the senior oversight and structure that's missing, and hand you documentation they can keep using.
I provide security and readiness assessments, prioritized remediation, and ongoing CISO-level guidance. I'm not a law firm or a certified auditor — if you need a formal audit, I'll point you to the right specialist.
Book a free intro call. It's 20 minutes, no pitch. You tell me what's hurting, and I'll tell you honestly whether I can help and which tier fits.

Find out if your IT is holding your business back

Book a free intro call — no pitch, no pressure. Just a straight answer about where you stand.

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