Will Farrar — willfarrar.netWill Farrarwillfarrar.net

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Will
Farrar

Lead. Secure. Automate.

Hands-on CTO with 25+ years leading IT strategy, cybersecurity, and compliance in heavy regulated industry. Audit-ready governance, Microsoft 365 & Purview, cyber incident response, and practical AI automation — built to scale, built to survive.

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Will Farrar at his workstation

Latest From The Blog

You're Talking to AI Wrong (And It's Not Your Fault)

AI · Communication · Prompt Mode

You're Talking To AI Wrong (And It's Not Your Fault.)

Most people use the most capable tool they've ever had their hands on like it's a search box. Here's why thin questions get thin answers — and the habits that turn ChatGPT into a writing partner, tutor, and strategist.

Will Farrar · 9 min read
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The Account Is Locked — The Part Of IT Nobody Talks About

IT · Culture · The Job

The Account Is Locked: The Part Of IT Nobody Talks About.

The hardest part of IT isn't the 2 a.m. outage or the ransomware scare. It's the calendar invite from HR with no description — and the four minutes you spend disabling accounts for someone you ate lunch with last Tuesday.

Will Farrar · 8 min read
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Introducing Prompt Mode

Stop Talking To AI Like It's Google.

Prompt Mode is the proven framework I use every day to turn AI from a search bar into a real teammate. The Workbook teaches you the system — and it comes with free access to PromptMode.App, the tool that runs it for you. Master AI. Save hours. Get results that actually matter.

Get The Workbook + App
Michael Robertson Jones Music Scholarship at Loyola University New Orleans — Will Farrar, Chairman
Tennis At The Park — Salisbury, MD — Created by Will Farrar — Local Tennis, Real Connections, Stronger Community, All Ages All Levels All Fun
EMAIL:
will@willfarrar.net PHONE:
410-202-4072
BASED IN:
Salisbury, Maryland
PROMPT MODE APP
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