The Technology Clarity Playbook

You Were Handed the Technology.
Nobody Handed You the Playbook.

In one afternoon, score your technology across 10 ITIL practice domains, know your maturity level, and walk out with a ranked action plan — no guesswork, no jargon.

🔒 Stripe checkout  ·  Instant access  ·  30-day guarantee
🗣️ Communication Framework
Weekly Status Update
Incident Response — Phase 1
🎯 Priority Matrix
Quadrant Summary
Do Now
4
High impact · urgent
Plan For
7
High impact · not urgent
Monitor
5
Lower impact
Deprioritize
3
Low · low
Top Priority Items
MFA enforcement Critical
DR plan documentation Critical
Vendor contract renewals High
Technology Clarity Assessment — ITIL
IT Maturity Score
2.4/5.0
Developing
Score by ITIL Domain
Incident Mgmt
Security
Vendor Mgmt
Change Mgmt
IT Governance
Priority Domains
Security — Level 1 Critical
IT Governance — Level 1.6 Critical
Change Mgmt — Level 2 Developing
Sound familiar?

Most technology leaders were never trained to lead technology.

You got here through business — through growth, through crisis, through trust someone placed in you. The problem isn't your intelligence. It's that nobody gave you a framework.

You're in meetings approving budgets for things you're not sure you actually need.
Your IT team recommends things and you have no way to evaluate if they're right.
You're always reacting — vendors, outages, requests — never steering.
Somewhere in the back of your mind: what if I make the wrong call?

What's inside

Eight tools. One afternoon. Permanent clarity.

ITIL-Aligned Maturity Assessment

44 questions across 10 ITIL v4 practice domains. Score your organization 1–5 on each — with written maturity descriptors so you know exactly where you land and why.

Maturity Dashboard

Auto-calculates your score per domain and overall maturity band — Developing, Defined, Measured, or Optimizing. Flags your three lowest domains so you know exactly where to focus.

Priority Matrix

Your lowest maturity domains drive this. Get a ranked list: what to address in 30 days, what to plan for 90, and what can wait.

Leader's Communication Framework

Fill-in templates for status updates, incident response, vendor conversations, and board summaries.

Technology Budget Clarity Guide

What technology should cost, what questions to ask vendors, and how to know if you're getting value.

Risk Snapshot Tool

20 yes/no questions. Surfaces top risks across security, operations, vendors, and people — before they blow up.

5 Video Walkthroughs

Jared walks you through each tool step by step. Working sessions, not lectures. Grab a notebook.

The "Stuck" Reference Guide

8 real leadership scenarios — vendor pushing an upgrade, IT team resisting change, post-breach recovery — with exact language to use in each situation.

How it works

One focused afternoon. Real output.

1
60–90 min

Run the Assessment

44 questions across 10 ITIL domains. Score each 1–5 using the written maturity descriptors. Honest answers only.

2
15 min

Read Your Maturity Dashboard

Scores auto-calculate. Your dashboard shows your overall band, domain scores, and the three areas that need attention first.

3
30–45 min

Build Your Priority Matrix

Your lowest maturity domains drive your agenda. Rank them by business impact and urgency. Now you have a plan.

4
30 min

Build Your Comms Plan

Use the Communication Framework to document how you'll present priorities to leadership, your team, and vendors.

Total time: one afternoon.

Leave with a maturity score, ranked priority list, 30/90/180-day roadmap, and communication templates — built on a globally recognized framework.

"He started showing up differently in leadership meetings. A year later, he was promoted to IT Director — managing 13 staff across multiple locations."
— From Mike's story, HVAC company that grew from $100M to $800M
The story behind this

From $100M to $800M — and the IT leader who had to keep up.

A few years ago, I got a call from a man I'll call Mike. He was the IT person at an HVAC company that had just scaled from $100M to $800M. New locations. New systems. New staff. Constant pressure.

He was good. But the company had outgrown what "good" used to mean. Then came the breach. Not catastrophic — but real. And suddenly Mike had to stand in front of leadership and explain what happened, what it would cost, and how they'd prevent it again.

He didn't have a framework. He had instincts, knowledge, and a lot of stress. That's when we started working together. I didn't make him a technical expert overnight. I gave him a structured way to assess what he had, prioritize what mattered, and communicate with confidence.

He stopped apologizing and started asking the right questions. He built a team. His decisions held up. He earned trust from people who'd been skeptical.

A year later, he was promoted to IT Director — managing 13 staff across multiple locations.

The technology didn't change that much. He changed. That's what clarity does.

What changes after

This isn't information. It's transformation.

You walk in with a framework, not a feeling.

No more nodding along hoping nobody asks a hard question. You know what to ask, what to look for, and how to respond.

You know what to spend money on — and what to stop.

Technology budgets are full of decisions that made sense once. The Playbook helps you see which ones still do.

You lead your IT team instead of being led by them.

When you can articulate priorities clearly, your team follows. When you can't, they fill the vacuum.

You stop reacting and start steering.

Fires still happen. But you see them coming more often — and when they don't, you respond without panic.

Your leadership gets taken more seriously.

Not because you suddenly know everything. Because you know what matters — and that's what leadership actually requires.


Pricing

Choose your level.

Clarity

$197

The diagnostic layer. Know exactly where your technology stands and what your top priorities are — scored against a globally recognized framework.

  • ITIL-Aligned Maturity Assessment (44 questions, 10 domains)
  • Maturity Dashboard — auto-scored, maturity band, top 3 priorities
  • Priority Matrix
Get Clarity — $197

Playbook + Session

$997
$1,246 value — save $249

Full Playbook plus a private 60-minute Cut to Clarity session with Jared — included at no extra cost.

  • Everything in the Full Playbook (all 8 tools)
  • 60-min Cut to Clarity session ($749 value, free)
  • Jared reviews your situation live
  • Walk away with a clear action plan
  • Session booked after purchase
Get Playbook + Session — $997
Booking link sent via email after purchase.
🔒 30-day guarantee. Go through the Playbook. If it wasn't worth it, email us within 30 days for a full refund. No questions, no hoops.
FAQ

Common questions.

I'm not technical at all. Will this be over my head?

No. This is built for leaders who came to technology through business — not engineering. If you can run a P&L or lead a team, you can work through this. Plain language throughout.

How long does this actually take?

The assessment takes 60–90 minutes. The Maturity Dashboard auto-calculates instantly. The Priority Matrix takes another 30–45 minutes. Video walkthroughs are about 90 minutes total. One focused afternoon — or spread across a week. Either works.

Will this apply to my specific industry?

Yes. The framework is industry-agnostic — manufacturing, healthcare, professional services, construction. If you have technology and a team, this applies.

I already have an IT team. Why do I need this?

Because leading an IT team and being led by your IT team are two different things. Most non-technical leaders default to trusting whatever their team recommends because they have no way to evaluate it. The Playbook gives you that lens.

What's the difference between this and hiring a consultant?

A consultant does the assessment for you and hands you a report. Valuable — but it doesn't build your capability. The Playbook puts you in the driver's seat. The $997 tier gives you both: the tools and Jared in your corner for a session.

What if it doesn't work for me?

Go through the Playbook. If you feel like it wasn't worth it, email jaredpeno@simplifyit.co within 30 days for a full refund. No questions, no hoops.

You can keep navigating it on instinct.
Or spend an afternoon getting clear.

The Playbook gives you a framework that lasts — for this role and every technology challenge ahead of you.

Get the Technology Clarity Playbook — $497
Questions? jaredpeno@simplifyit.co