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. HACE 1 DÍA

    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 min
  2. 1 ABR

    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 min
  3. 25 FEB

    How to Turn Your Service Department Into a High-Margin Revenue Engine

    Waiting for things to break is not a growth strategy. Most security and life safety companies rely on inbound service calls and hope the phone rings. But the operators who win treat service like a measurable, trackable, and proactive revenue channel. In this episode of Entry & Exit, Stephen Olmon and Collin Trimble (Alarm Masters, Houston) break down the exact systems they use to turn service into a predictable revenue driver — without adding a traditional sales team. You’ll learn how to track service like a pipeline, measure the KPIs that actually move margin, reduce return trips, and run simple outbound plays (low battery reports, trouble signals, dormant high-value accounts) that create revenue while strengthening customer relationships. If you run a security, alarm, fire, access control, CCTV, or life safety company and want more profit from your existing customer base, this is the playbook. Key topics: service department profitability, proactive service calls, service KPIs, reducing return trips, service quote tracking, security business operations, alarm company growth. What You’ll Learn Why service is misunderstood (and how top operators structure it)How to build a service revenue system (not just break-fix dispatch)The metrics that matter: utilization, average ticket value, return tripsWhy “48-hour billing” improves collections and forecastingHow to run outbound service plays that customers appreciateHow to track service quotes as a real pipeline (and stop losing deals)Incentives that make teams hungry without creating chaosConnect 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

    33 min
  4. 18 FEB

    Your RMR Is Leaking — Here’s How We Fix It

    Getting that sweet, sweet RMR under contract is only good… if you can keep it. Most security and life safety companies obsess over selling monitoring and stacking new accounts. But the best operators know the real game is retention — because attrition kills cash flow, collections, and enterprise value. In this episode of Entry & Exit, Stephen Olmon and Collin Trimble (Alarm Masters, Houston) break down the customer success systems they built to protect RMR: first-call resolution, zero missed calls, tighter case handling, better onboarding, and a knowledge base that turns your team into a force multiplier. They also explain why customer success is bigger than “customer support” — billing, contract admin, and every post-sale touchpoint either reinforces trust… or quietly pushes customers toward a competitor. If you run a security, alarm, fire, or life safety company, this episode is a tactical playbook for keeping more of the RMR you already earned. What You’ll Learn Why RMR isn’t real until it’s retainedThe difference between customer support vs. customer successHow first-call resolution and being reachable reduce churnA simple way to track repeat issues (the “red account” approach)How virtual / remote team members can handle most Tier 1 requestsConnect 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

    36 min

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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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