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October 31, 2025 22 mins

Brian Greenberg, founder of Quoteplicity and former owner of a seven-figure life insurance agency, reveals the exact digital marketing strategies he used to generate over $1 million in annual premium for 10+ consecutive years—and how he eventually sold the business for a successful exit.

In this episode, Brian breaks down his "Salesman Who Doesn't Sell" philosophy, explaining how he built automated sales funnels that pre-qualified and educated prospects before they ever picked up the phone. Learn how he generated insurance leads for as little as $4-$9 each using Facebook ads, automated follow-up sequences, and quote comparison tools that did 75% of the selling for him.

After selling his agency, Brian took the software and systems he'd developed and created Quoteplicity—a platform that gives insurance agents access to the same tools he used to build his business. Discover how modern insurance agents are using these consumer-facing quoting tools, automated workflows, and CRM integrations to scale their agencies and close 5-10% of their leads.

Whether you're struggling with lead generation, overwhelmed by manual follow-up, or simply want to work smarter instead of harder, this episode is packed with actionable strategies you can implement immediately.

Show Notes


Guest: Brian Greenberg

Founder & CEO, Quoteplicity

  • Former owner of True Blue Life Insurance (sold after 15 years)
  • Generated $1M+ in annual premium for 10 consecutive years
  • Creator of automated insurance sales systems and quoting software

Website: Quoteplicity.com


Episode Timeline

[00:00] Introduction

  • Welcome to the Digital Insurance Agent Podcast
  • Introducing Brian Greenberg from Quoteplicity

[00:25] Brian's Journey: Building a Million-Dollar Agency

  • Started in 2008 when digital selling was new
  • Owned a life insurance agency for 15 years
  • Generated $1M+ in annual premium for 10 years straight
  • Built agency entirely on phone and online sales
  • Ranked highly in Google search results

[01:00] The Agency Sale & Birth of Quoteplicity

  • Sold the website to a buyer who wanted the domain
  • Retained all the proprietary software and tools
  • Built incredible funnels, rate comparison quotes, and application tools
  • Took time off, then launched Quoteplicity
  • Mission: Offer software quoting and underwriting tools to other agents

[01:35] Understanding the Opportunity in Technology

  • Many agents are scared and don't know where to start
  • Importance of becoming a student of available technology
  • Breaking down terminology: What are funnels?
  • Demystifying the technical jargon for everyday agents

[02:51] The Net Analogy: How Digital Marketing Works

  • Casting the net: Getting customers to find you (website)
  • Reeling in the net: Converting them to sales (funnel)
  • Can use your own website or third-party listings (Yelp, local business sites)
  • Bringing prospects into your ecosystem

[03:41] Selling Without Being There

  • The power of video: Record once, play repeatedly
  • Creating automated sales presentations
  • Building trust th

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