Reserve Your Spot For The Podcast Guesting Masterclass, Sept 14-17, 2026!

Ask Jess: Should I Use an AI Podcast pitching software?

Episode Overview

Jessica Rhodes takes a firm stance: Do NOT use AI podcast pitching software. As the founder of Interview Connections (the first-ever podcast booking agency), she shares why this trend is damaging to your reputation and why it doesn’t work—no matter how cheap or fast it seems.

Key Stat: Interview Connections has booked over 50,000 podcast interviews and helped thousands of coaches and experts land more dream clients.

Jessica’s Background & Authority (0:02 – 0:15)

  • Founded Interview Connections in 2013 to be a stay-at-home mom
  • Created the first-ever podcast booking service to market
  • Had zero competition for roughly two years
  • 13+ years in the podcast booking industry gives her unique perspective on trends and what actually works

The Problem: AI Podcast Pitching Platforms are Exploding (0:15 – 0:45)

What’s happening:

  • AI-generated podcast pitching platforms are popping up everywhere
  • They advertise heavily on Instagram and Facebook with AI-generated videos
  • Jessica’s reaction: “It literally makes me gag”
  • They promise cheap, fast solutions to getting booked on podcasts

Why this matters:

  • Jessica sees this as a major red flag for the podcast guesting industry
  • While AI has some good uses, this particular application is problematic

Where Jessica DOES Use AI (0:45 – 1:00)

To be clear, Jessica isn’t anti-AI across the board. She currently uses AI tools for:

  • Opus Pro – AI video editing platform to create clips from her podcast appearances
  • Claude and ChatGPT – For various business questions and tasks

However: There’s one place she draws the line…

Where She WILL NOT Use AI (1:00 – 1:20)

Never: Using AI to replace the establishment of new relationships

When you use AI to pitch a podcast host, you’re essentially saying: “I would rather use a robot to start a relationship than a real human.”

This is not a good strategy.

Real-World Evidence: Why AI Pitching Doesn’t Work (1:20 – 2:00)

Direct outreach she’s receiving:

  • AI podcast pitching companies are messaging Jessica on LinkedIn wanting to network
  • Someone recently messaged her looking to hire someone to run their AI pitching company
  • Her response: “Get lost. No thank you. Hard pass.”

Why hosts reject AI pitches:

  • Podcast hosts HATE being pitched by AI
  • AI-generated templates are full of mistakes
  • It comes across as “slop”
  • Hosts recognize immediately that you prioritized saving money over building real relationships

The entrepreneur experience:

  • Jessica has talked to plenty of coaches and entrepreneurs who tried AI pitching software
  • Why they tried it: The ads are compelling (“It’s cheap! It’s fast!”)
  • Why it failed: The quality isn’t there, and it damages your reputation

The Real Cost of “Cheap and Fast” (2:00 – 2:15)

Jessica’s warning: You get what you pay for.

When podcast hosts receive an AI-generated pitch:

  • They know you chose cheap over investing in relationships
  • They know you’d rather automate than build genuine connection
  • They see it as disrespectful to their time and show

This is NOT an expense to cut costs on. Doing so risks ruining your reputation in the podcasting space.

The Solution: Real Investment (2:15 – 2:25)

Instead of AI pitching software, Jessica recommends:
Invest in a team or agency that already has existing relationships with hosts
Build real relationships with podcast hosts over time
View podcast pitching as a relationship-building strategy, not a transaction

Key Takeaways

🎯 AI podcast pitching software doesn’t work – The quality is poor and hosts hate it
🎯 It damages your reputation – Hosts see right through automation and cheap shortcuts
🎯 Relationship building can’t be automated – This is where AI fails hardest
🎯 You get what you pay for – Cheap pitching ≠ podcast bookings
🎯 Use an agency with existing relationships – This is worth the investment
🎯 AI has a place in your business – Just not in replacing human connection

Jessica’s Passionate Take

“You would rather be cheap and save a buck than invest in real relationships. Invest in a team or in an agency that already has an existing relationship. This is not an expense to cut costs in and risk ruining your reputation.”

Call to Action

Ready to get booked on podcasts the RIGHT way?

Reserve your spot in Jessica’s FREE Podcast Guesting Masterclass

Resources Mentioned

Bottom Line

Should you use AI podcast pitching software? No. The answer is no.