Entry & Exit - Inside the Security & Fire Industry

Stephen Olmon and Collin Trimble

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.

  1. 4月8日

    Is AI Replacing Security Operators? (ISC West Breakdown)

    If you’re in the security or life safety industry, the biggest shift happening right now isn’t incremental—it’s foundational. In this episode of Entry & Exit, Stephen Olmon and Collin Trimble break down the biggest takeaways from ISC West, including the rapid acceleration of AI, the rise of startups, and what it all means for operators, monitoring companies, and the future of the industry. From AI-powered video monitoring to fully autonomous agents replacing operators, they unpack where things are actually headed—and what’s already changing today.  They explain why legacy players may be too late to the cloud shift, how AI is reshaping video surveillance into the core of the security stack, and why pricing pressure and automation could disrupt traditional monitoring models. Whether you attended ISC West or not, this episode gives you a clear picture of where the industry is going next—and who’s at risk of getting left behind. They cover:  Why AI dominated ISC West—and what that really means for operators  The shift from alarms to video as the core security solution  How AI agents are replacing human monitoring operators  Why video monitoring pricing is under pressure If you run a security, fire, or service business, this episode will help you understand where the industry is heading, what trends actually matter, and how to prepare for the next wave of change. More Entry & Exit — https://www.entryandexit.co/ Owned and Operated New Episodes Every Wednesday! Subscribe For More

    16 分钟
  2. 4月1日

    The Exit Playbook: How to Structure a Business Sale for Maximum Value

    If you’re thinking about selling your security or life safety business, the biggest mistake isn’t timing—it’s misunderstanding your options. In this episode of Entry & Exit, Stephen Olmon and Collin Trimble break down the real-world exit paths available to business owners—and the tradeoffs that come with each one. From all-cash walkaways to structured deals, earnouts, and rolled equity, they unpack what actually drives valuation, risk, and long-term upside. They explain why you can’t optimize for both price and terms, how deal structure impacts your final payout, and what separates a clean exit from a costly one. Whether you’re ready to sell now or just planning ahead, this episode gives you a practical framework to think through your endgame. They cover:  Why all-cash exits typically lead to lower valuations  The key tradeoff between deal terms and purchase price  How holdbacks, seller notes, and earnouts actually work  Why trusting the buyer matters more than maximizing cash upfront  The difference between platform vs tuck-in acquisitions—and why it changes your involvement If you run a security, fire, or service business and are considering an exit—now or in the future—this episode will help you understand your options, avoid common pitfalls, and structure a deal that aligns with your goals. Stephen Olmon — https://x.com/stephenolmon Collin Trimble — https://x.com/TXAlarmGuy More Entry & Exit — https://www.entryandexit.co/ Owned and Operated New Episodes Every Wednesday! Subscribe For More

    27 分钟

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关于

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.

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