Security companies can look incredible on paper; but not all recurring revenue is created equal.

In this special collaborative episode of Entry & Exit, Jack from JackQuisitions breaks down the security industry and the 10 things he would evaluate before buying a security company or building one from scratch. From RMR quality and customer churn to contracts, licensing, service, and customer concentration, Jack explains what actually makes a security business valuable and sellable.

If you're considering entering the security industry through acquisition or starting from zero, this episode lays out what to look for—and the biggest mistakes to avoid.

In this episode:
→ What makes security RMR valuable
→ Commercial vs. residential security
→ Contracts, churn, and customer concentration
→ Licensing and service department risks
→ What to evaluate before buying
→ Why you should buy the system, not just the revenue

Connect:
Stephen Olmon — https://x.com/stephenolmon
Collin Trimble — https://x.com/TXAlarmGuy

Jack Carr — https://www.youtube.com/@Jackquisitionsco

Owned and Operated

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The traditional alarm company is changing fast.

In this episode of Entry & Exit, Stephen Olmon and Collin Trimble explain why independent alarm companies are facing increasing pressure from industry consolidation, evolving customer expectations, and the shift toward video and access control. They discuss why recurring monitoring revenue is no longer enough, how the industry's most successful companies are adapting, and what security businesses need to do to stay competitive.

They also explore the rise of modern security integrators, the operational changes required to scale, and why acquisitions are creating one of the biggest growth opportunities in the industry.

If you own or operate a security company, this episode is a practical look at where the industry is heading,and how to prepare for what's next.

In this episode:
→ Why independent alarm companies are being consolidated
→ How video and access control are replacing the traditional alarm model
→ The difference between an alarm company and a security integrator
→ Why recurring monitoring revenue is no longer enough
→ Building a scalable service and sales strategy
→ Using acquisitions to accelerate growth
→ How to cross-sell your existing customer base
→ Why the age of your customer base could become a major risk
→ The operational changes security companies need to make to survive the next decade

Connect:
Stephen Olmon — https://x.com/stephenolmon
Collin Trimble — https://x.com/TXAlarmGuy

Owned and Operated

New Episodes Every Wednesday!

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Most business owners are still using AI like a smarter search engine. They're missing where the real leverage begins.

In this episode of Entry & Exit, Stephen Olmon and Collin Trimble pull back the curtain on their AI journey, from using ChatGPT to clean up emails to building AI agents that automate complex workflows across their business. They explain the mindset shift that changed everything, why treating AI like a digital employee unlocks entirely new possibilities, and how consolidating data inside Salesforce became the foundation for meaningful automation.

They also break down the difference between simple automations and true AI agents, share how they built their own open-source AI stack without a software engineering background, and discuss the practical tools they're using today to create operational leverage.

Whether you're just getting started with AI or looking to move beyond basic prompts, this episode offers a practical look at what's possible today.

In this episode:
→ How Stephen and Collin went from AI skeptics to daily users
→ Why AI should be treated like a digital employee—not a chatbot
→ The importance of centralizing business data before adopting AI
→ The difference between automation and agentic AI
→ Building AI agents without a software engineering background
→ The open-source tools powering their AI workflows
→ How AI is helping automate sales, operations, and data analysis
→ Why the best time to start experimenting with AI is now

Connect:

Stephen Olmon — https://x.com/stephenolmon

Collin Trimble — https://x.com/TXAlarmGuy

Owned and Operated

New Episodes Every Wednesday!

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