/
© 2026 RiffOn. All rights reserved.

Get your free personalized podcast brief

We scan new podcasts and send you the top 5 insights daily.

  1. The Advanced Selling Podcast
  2. 20 Years In — Our Honest Regrets
20 Years In — Our Honest Regrets

20 Years In — Our Honest Regrets

The Advanced Selling Podcast · Sep 15, 2026

After 20 years of podcasting, the hosts reflect on their success, the myth of relationship selling, and their biggest regrets around growth.

True Business Relationships Emerge From Shared Work, Not Shared Entertainment

Many sellers mistakenly believe relationships are built through social activities like golf or dinners. In reality, deep professional bonds are forged by collaborating on meaningful work and solving problems together. Entertainment should follow successful collaboration, not precede it.

20 Years In — Our Honest Regrets thumbnail

20 Years In — Our Honest Regrets

The Advanced Selling Podcast·19 days ago

Small, Fixed, Consistent Behaviors Are the Silver Bullet for Long-Term Achievement

The key to achieving long-term goals, like running a 20-year podcast, isn't grand gestures but a simple, unbreakable routine. Committing to a small, specific, and regular time block for a key activity creates unstoppable momentum over years.

20 Years In — Our Honest Regrets thumbnail

20 Years In — Our Honest Regrets

The Advanced Selling Podcast·19 days ago

Experts Can Overcome Content Creation Inertia by Believing Someone Awaits Their Unique Perspective

Experienced professionals often hesitate to share their knowledge, feeling it's common sense. The key is to reframe this: your unique experience and delivery will resonate with someone who needs to hear it exactly that way. This creates a sense of purpose that overcomes self-doubt.

20 Years In — Our Honest Regrets thumbnail

20 Years In — Our Honest Regrets

The Advanced Selling Podcast·19 days ago

Extreme Consistency in Content Creation Can Stifle Breakthrough Growth

While consistency ensures longevity and a loyal base, it can become a curse. Without deliberate efforts to evolve, experiment, and push for the next level of growth, content creators risk stagnating and being surpassed by newer, more ambitious competitors.

20 Years In — Our Honest Regrets thumbnail

20 Years In — Our Honest Regrets

The Advanced Selling Podcast·19 days ago

Content Creators' Biggest Regret Is Often Failing to Build a Dedicated Community

A loyal audience shares a common affinity, but without a dedicated platform like a forum or Slack group, this potential energy is lost. Creating a space for listeners to connect with each other turns a one-to-many broadcast into a valuable, many-to-many network.

20 Years In — Our Honest Regrets thumbnail

20 Years In — Our Honest Regrets

The Advanced Selling Podcast·19 days ago