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Stephen Olmon Podcasts

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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 compa ...
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Hosts Stephen Olmon and Collin Trimble break down how to fix the bottleneck that strangles growing security & life-safety companies: design and quoting. They share the people/process/tech playbook to get proposals out in 24–72 hours, tighten scopes, and hand ops clean jobs. From building a repeatable estimation playbook to leveraging international …
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Hosts Stephen Olmon and Collin Trimble unpack how technology builds sellable, scalable security & life-safety companies. They reveal how connected systems—CRM, billing, and field service—create a “Customer 360” that boosts customer experience, drives predictable revenue, and reduces key-person risk. If you want to exit someday (or just stop living …
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Hosts Stephen Olmon and Collin Trimble get practical and tactical on winning new logos in security & life-safety. They break down how to niche your ICP, keep your message consistent, split lead vs. sales process, and get multithreaded so you close more deals—without wasting budget on broad, unfocused marketing. From anchor pricing and social proof …
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Welcome to Entry & Exit — the Owned and Operated series for builders in security & life-safety. Hosts Stephen Olmon and Collin Trimble break down how to make your company sale-ready long before you sell: architecting a team that’s bigger than the owner, shifting from one-time installs to recurring revenue, and building a repeatable sales + service …
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Welcome to Entry & Exit — the Owned and Operated series for builders in security & life-safety. Hosts Stephen Olmon and Collin Trimble lay out exactly how they’re scaling Alarm Masters past eight figures after buying it at ~$2M revenue — growing to $6M+ in ~24 months through 4 tuck-ins and a 50/50 mix of organic and inorganic growth, with 50%+ RMR …
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Welcome to Entry & Exit — the new Owned and Operated series for builders in the security & life-safety world. Hosts Stephen Olmon and Collin Trimble share how they grew Alarm Masters from under $2M to ~3× revenue, including +50% RMR growth in Year 1. From recurring revenue (RMR) to acquisitions and organic growth, this episode breaks down what it r…
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