The REAL Reason Your Podcast Is Stuck

The REAL Reason Your Podcast Is Stuck

Portrait of Greg Wessman with floating icons for RSS, Linkedin, workflow and guest interviews.
Portrait of Greg Wessman with floating icons for RSS, Linkedin, workflow and guest interviews.

Oct 14, 2025

TL;DR: After being a guest on more than 100 podcasts, Greg Wasserman—Head of Relationships at RSS.com—has seen exactly what makes (and breaks) a great show. In this episode, we dig into the workflows that work, the ones that fail, and why relationships and clarity matter more than downloads. From guest onboarding to monetization, Greg shares real insights that help podcasters streamline their process, create better experiences, and actually enjoy the work again.


What 100+ Interviews Taught Greg Wasserman About Podcast Workflows

You can have a polished mic, great guests, and top-tier software—but if your workflow is a mess, your growth will stall.

In Episode 20 of Behind the Workflow, we sat down with Greg Wasserman, Head of Relationships at RSS.com. After being interviewed on over 100 podcasts, Greg has seen what works behind the scenes—and what slows shows down.

This episode dives into how podcast workflows, audience clarity, and sustainable growth are all connected. If you're tired of throwing episodes into the void and hoping they land, Greg’s insights will help you shift gears.

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What Happens When the Workflow Doesn't Work

Greg’s been in the hot seat as a guest on over 100 podcasts, and he’s seen a pattern:

When things fall apart behind the scenes, it shows up in the content.

Here’s what he noticed on shows that struggled:

  • Disorganized onboarding with unclear communication

  • Lack of pre-interview structure or episode flow

  • Hosts unsure of their show’s direction or audience

  • Workflows built around quantity, not intention

“If you don’t know who you’re talking to and why, the episode won’t land—no matter how good the gear is.”



Why Audience Clarity Comes First

One of Greg’s biggest takeaways? Most podcasters are skipping the clarity work.

Before you fine-tune your workflow, you need to answer:

  • Who is this show for?

  • What do they need help with?

  • How is each episode serving that?

“Your show can be simple and still be effective. But it can’t be vague and still grow.”

He reminds creators that marketing is not magic—it’s momentum. And momentum comes from solving real problems for real listeners.



What Greg Looks for in a Solid Workflow

After seeing dozens of workflows firsthand, Greg has a soft spot for shows that don’t overcomplicate the process.

Here’s what stood out to him on great shows:

  • Pre-interview communication that’s clear and warm

  • Hosts who have a plan (but leave room for flow)

  • A simple, documented process—especially if a team is involved

  • Tools that match the team’s actual capacity

Spoiler: Greg liked our Northflow workflow.
He even said:

“That’s how it should work. When you make the guest experience smooth, the show just feels better.”



Key Takeaways (and What to Do About Them)

Fix Your Workflow First
→ Audit your current process. Where are guests or tasks falling through the cracks? Use a tool like Northflow to create a repeatable system for planning, tracking, and collaborating on episodes.

Define Your Audience Before You Hit Record
→ Ask yourself: Who is this episode for? What do they need help with? Outline every episode with one specific listener in mind.

Don’t Skip the Strategy Phase
→ Take time monthly or quarterly to review your show goals. Align your content plan with what your audience actually needs—not just what you want to say.

Improve the Guest Experience
→ Create a guest prep kit with your bio, episode flow, and expectations. Follow up with thanks and assets after recording. Thoughtful details go a long way.

Keep It Simple, Document Everything
→ Whether you’re solo or managing a team, write down your step-by-step workflow. Templates save time, reduce errors, and make delegation easier.

Model What Works
→ Greg loved the Northflow experience as a guest. If you don’t have a process that makes others say, “That was smooth,” it’s time to rethink your flow.




Want a Workflow That Actually Works?

We created the 3P Framework (Plan, Produce, Pivot) to help podcasters build sustainable systems that scale—without the chaos. It’s the same approach we use to run Behind the Workflow and support hundreds of creators inside Northflow.

Whether you’re running solo or managing a full production team, the 3P Framework helps you stay organized, flexible, and consistent.

Inside Northflow, you can map out your content, assign tasks, manage guests, track assets, and use templates that make production smoother from start to finish.

Grab our free 3P Workflow Download → https://northflow.kit.com/3-p-framework

Check out Northflow →


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