Entry & Exit - Inside the Security & Fire Industry

By Stephen Olmon and Collin Trimble

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Category: Entrepreneurship

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Episodes: 37

Description

Entry & Exit is a podcast about building, scaling, and exiting security and fire businesses. Hosts Stephen Olmon and Collin Trimble share their journey growing Alarm Masters through acquisitions and organic growth, along with the lessons they’ve learned along the way.

From recurring revenue strategies to sales, operations, and M&A, Entry & Exit gives business owners and entrepreneurs an inside look at what it takes to succeed in the security industry. Whether you’re starting your first company, growing past the owner-operator stage, or thinking about an eventual exit, you’ll find practical insights and real stories to guide your path.


Episode Date
How We Grew an Acquired Business 60% in Year One
May 20, 2026
Security Company Marketing That Actually Works in 2026 (SEO, AI & Lead Generation)
May 15, 2026
Founder’s Journey: The First 90 Days After Buying a Business
May 13, 2026
How to Scale Your Business with AI (Without Replacing Your Team)
May 08, 2026
How We Bought a Security Company (And Why It Was the Perfect Industry)
May 06, 2026
Why Security Is the Perfect Industry for High-Ticket Sales
May 01, 2026
Greenfield vs. Acquisition: How to Scale a Security Business the Smart Way
Apr 29, 2026
$100K Security System Breakdown: Cameras, Access Control & More
Apr 24, 2026
How to Close High-Ticket Deals Using Sales Psychology
Apr 22, 2026
Why Burglar Alarms Are Dying (And What’s Replacing Them)
Apr 17, 2026
The Exact Security Tech Stack We’d Use to Scale to $10M
Apr 15, 2026
Is AI Replacing Security Operators? (ISC West Breakdown)
Apr 08, 2026
The Exit Playbook: How to Structure a Business Sale for Maximum Value
Apr 01, 2026
How to Prioritize Growth: A Roadmap for Scaling or Selling Your Service Business
Mar 25, 2026
AI + International Talent: The Hidden Lever Behind Fast-Growing Service Businesses
Mar 18, 2026
If You’re in Sales, Watch This (How Top Reps Actually Win Deals)
Mar 11, 2026
How We’d Spend $50K on Marketing in 2026
Mar 04, 2026
How to Turn Your Service Department Into a High-Margin Revenue Engine
Feb 25, 2026
Your RMR Is Leaking — Here’s How We Fix It
Feb 18, 2026
The RMR Playbook for Alarm, Security, and Fire Businesses
Feb 11, 2026
How Great Sales Reps Win Deals: Budget, Authority, and Urgency
Feb 04, 2026
The Financial Cleanup You Need Before You Buy or Sell a Business
Jan 28, 2026
How Smart Security Companies Scale Past $3M: KPIs, Talent, and Budget Discipline
Jan 21, 2026
How to Scale a Sales Team in Security (What Actually Works)
Jan 14, 2026
Buying a Business? Don't Make These Mistakes in the First 90 Days
Jan 07, 2026
Due Diligence After LOI: The First 7 Days That Prevent Post-Close Surprises
Dec 31, 2025
Lee Odess: Why Physical Security Is Becoming an Enterprise Software Business
Dec 17, 2025
RMR: The 8th Wonder of the Security Business (Here’s Why Buyers Pay More)
Dec 10, 2025
The $1M Service Department Mistake Most Owners Make
Dec 03, 2025
Buying a Business? Here’s How to Find a Deal That Isn’t Trash
Nov 26, 2025
Buying a Business and How to Merge Successfully
Nov 19, 2025
The Hidden Secret to Faster Quotes and Higher Margins
Nov 12, 2025
How To Make Your Business Run Without You
Nov 05, 2025
How to Build a Security Company That Actually Closes New Deals
Oct 29, 2025
The Secret to Growing a Security Company Fast!
Oct 22, 2025
How the Best Security Integrators Hit $10M and Keep Growing
Oct 15, 2025
How to Build, Scale, and Sell a Security or Fire Protection Business
Oct 08, 2025