Episode 122: The Medicarians Story! ft. Jay Weintraub episode artwork

EPISODE · May 22, 2026 · 33 MIN

Episode 122: The Medicarians Story! ft. Jay Weintraub

from Agent Boost Marketing Podcast · host Dan and Mike Hardle

Recorded live on the floor at Medicarians Vegas 2026, Dan and Mike sit down with Jay Weintraub, the founder and driving force behind Medicarians, the industry's premier annual conference that has grown from 1,100 attendees to over 5,500 in just five years.Jay pulls back the curtain on how Medicarians got started, what it was like buying a struggling conference and nearly getting it wrong, and what it actually takes to build a show that serves agents, carriers, IMOs, and vendors all under one roof. He shares the honest story of early mistakes, the feedback that shaped the event, and why getting the right people in the room changed everything.Dan and Mike also dig into how to maximize your time at a show like this, what agents should be trying to accomplish before they ever set foot on the floor, why Medicarians moved to Caesars Palace for 2027, and what Jay sees for the future of the event and the industry.If you've ever attended Medicarians or wondered what goes into building something like it, this is the episode.Chapters:00:00 Welcome – Live from Medicarians Vegas 2026 & Introducing Jay Weintraub00:56 How Medicarians Got Started & The Origin Story03:15 Why Medicare Needed a Trade Show & Early Mistakes05:13 What Was Missing – Getting Agents in the Room06:38 Building a Neutral Platform That Works for Everyone07:48 Taking Feedback & How the Show Evolved09:07 Is the Medicare Industry More Complex Than Others?10:14 Selling Leeds Con & Staying in the Events Business11:32 Insurtech, Venture Capital & How Jay's Career Led to Medicarians13:26 Serving Agents, IMOs, Carriers and Vendors Under One Roof15:03 How ACA and Life Got Added to the Agenda16:08 What Most People Don't Know About Running a Live Event18:04 How to Prepare and Maximize Your Time at Medicarians21:18 The Two Shows Inside Medicarians – Agent Track vs. High Level Meetings22:37 Growth Goals & Where Medicarians Is Headed24:04 Why Medicarians Moves to Caesars Palace for 202727:18 The Hardest Part & The Most Rewarding Moment28:25 The Real Cost of Running an Event in Vegas29:11 How Jay Curates Content and Tracks for Every Attendee31:25 Closing – Why You Should Attend Medicarians 2027💻 Website: www.agentboost.com💰Get Contracted: https://agentboost.com/get-contracted👨🏼‍🎓Join our Facebook Group: https://www.facebook.com/groups/606332946546184/📬 Our Weekly Newsletter: https://agentboost.com/subscribe-to-our-newsletter/

Recorded live on the floor at Medicarians Vegas 2026, Dan and Mike sit down with Jay Weintraub, the founder and driving force behind Medicarians, the industry's premier annual conference that has grown from 1,100 attendees to over 5,500 in just five years.Jay pulls back the curtain on how Medicarians got started, what it was like buying a struggling conference and nearly getting it wrong, and what it actually takes to build a show that serves agents, carriers, IMOs, and vendors all under one roof. He shares the honest story of early mistakes, the feedback that shaped the event, and why getting the right people in the room changed everything.Dan and Mike also dig into how to maximize your time at a show like this, what agents should be trying to accomplish before they ever set foot on the floor, why Medicarians moved to Caesars Palace for 2027, and what Jay sees for the future of the event and the industry.If you've ever attended Medicarians or wondered what goes into building something like it, this is the episode.Chapters:00:00 Welcome – Live from Medicarians Vegas 2026 & Introducing Jay Weintraub00:56 How Medicarians Got Started & The Origin Story03:15 Why Medicare Needed a Trade Show & Early Mistakes05:13 What Was Missing – Getting Agents in the Room06:38 Building a Neutral Platform That Works for Everyone07:48 Taking Feedback & How the Show Evolved09:07 Is the Medicare Industry More Complex Than Others?10:14 Selling Leeds Con & Staying in the Events Business11:32 Insurtech, Venture Capital & How Jay's Career Led to Medicarians13:26 Serving Agents, IMOs, Carriers and Vendors Under One Roof15:03 How ACA and Life Got Added to the Agenda16:08 What Most People Don't Know About Running a Live Event18:04 How to Prepare and Maximize Your Time at Medicarians21:18 The Two Shows Inside Medicarians – Agent Track vs. High Level Meetings22:37 Growth Goals & Where Medicarians Is Headed24:04 Why Medicarians Moves to Caesars Palace for 202727:18 The Hardest Part & The Most Rewarding Moment28:25 The Real Cost of Running an Event in Vegas29:11 How Jay Curates Content and Tracks for Every Attendee31:25 Closing – Why You Should Attend Medicarians 2027💻 Website: www.agentboost.com💰Get Contracted: https://agentboost.com/get-contracted👨🏼‍🎓Join our Facebook Group: https://www.facebook.com/groups/606332946546184/📬 Our Weekly Newsletter: https://agentboost.com/subscribe-to-our-newsletter/

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Episode 122: The Medicarians Story! ft. Jay Weintraub

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How long is this episode of Agent Boost Marketing Podcast?

This episode is 33 minutes long.

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This episode was published on May 22, 2026.

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Recorded live on the floor at Medicarians Vegas 2026, Dan and Mike sit down with Jay Weintraub, the founder and driving force behind Medicarians, the industry's premier annual conference that has grown from 1,100 attendees to over 5,500 in just five...

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