I'm Thinking About Starting A Podcast ... Again

I’m considering starting a podcast. I’m about to launch my newest brand, and I want to create as much awareness and buzz as possible.

But I’m stuck in my head about it.

If I move forward, it will be the third podcast I’ve started. I shut down my original TimStodz.FM podcast because I got tired of booking guests who didn’t show up. I sold my Copyblogger podcast as part of the equity deal for Hey Creator, one of my portfolio companies. We transitioned that podcast into the Hey Creator podcast, and it’s thriving.

I need to weigh the pros and cons.

LFG. 🔥

Pros of Starting Another Podcast

1. You get to meet amazing people.

My first podcast opened more doors and created more relationships than anything else I’ve done. Through podcasting, I’ve connected with:

• Seth Godin

• Ramit Sethi

• Noah Kagan

• Maria Pompliano

• Jack Butcher

• Dan Go

• Amanda Agati

• Anthony Pompliano

• Shaan Puri

• Nicholas Cole

And many more.

If you have a podcast and an audience, people are eager to come on your show. It’s like a cheat code for networking.

2. It’s a simple way to generate content.

A single 40-minute interview can produce dozens of content pieces. You can create video clips, transcribe the conversation into articles, and repurpose it for audio and video platforms.

All you need is a skilled editor.

3. It helps grow your audience.

Interview podcasts naturally leverage the audiences of your guests. When you feature someone, they often share your content with their network. This unspoken rule of reciprocity is incredibly effective for networking and audience growth.

Cons of Starting Another Podcast

1. I hate scheduling guests.

This was the biggest reason I stopped the TimStodz.FM podcast. Life is busy, and guests aren’t always available. Cancellations and rescheduling are common, and they can be frustrating to manage.

For example, I was supposed to be a guest on a podcast last week, but moving into an Airbnb at the last minute forced me to reschedule. It happens, and I know it would happen to me if I started another show.

2. It can get repetitive.

To build traction, you need to niche down. While it’s easy to start a general podcast about life, news, or pop culture, those rarely gain traction.

For my new show, the niche would be AI, since my newest brand focuses on AI marketing. But that would mean having similar conversations repeatedly. My business spans many industries, and I don’t want to limit the podcast to a single topic. I’d prefer the podcast to reflect my newsletter, where I can talk about anything.

However, being broad reduces the chances of success.

3. It takes a long time to grow.

Podcasts require a big time commitment from listeners. While someone can read my newsletter in five minutes and still gain value, a podcast demands at least 20 minutes per episode over months or years to build a relationship.

The tradeoff is worth considering. Hearing someone’s voice creates a deeper connection. Listeners pick up on nuances like fears, passions, and excitement that don’t always come through in writing.

Am I willing to put in the time to foster that level of connection?

What Should I Do?

I’m still deciding. I have a session with my business coach tomorrow.

On a practical level, starting a podcast makes sense. When I step back and ask, “What’s the best way to grow this business?” the answer is clear: a podcast.

But I’m already gaining momentum with my newsletter and YouTube videos. Maybe that’s good enough for now.

If my ultimate goal is to create a personal holdings company generating $10 million annually, does a podcast help or hinder that vision?

It probably helps.

There’s a lot to think about.