2Bobs—with David C. Baker and Blair Enns

Latest Episodes:

Do You Need an Advisory Board? Sep 23, 2026

Show notes

We all know how valuable external input from trusted advisors can be for our business. But what does that look like for independent agencies who don't have investors to answer to?

LINKS

"Do Independent Firms Need A Board?" by David C. Baker for punctuation.com

A Proposed AI Contribution Scale Sep 09, 2026

Show notes

Categorizing AI-generated copy as "human vs AI" is not as binary as with AI-generated images or video. So Blair has developed an AI Contribution Scale to help us all be more transparent when using LLMs in the creation of written communication intended for prospects, clients, and peers.

[This episode's notes are AI-0]

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Links

AI Contribution Scale

"The Coming Collapse of 'Thought Leadership'" by Blair Enns for winwithoutpitching.com

Curt Jaimungal's 5-minute YouTube video on why you shouldn't let AI write for you

How Sellable Are You? Aug 26, 2026

Show notes

In a recent article, David discloses the questions all creative agency principals need to answer whenever they are ready to find the right buyer and successfully navigate the merger and acquisition (M&A) process to complete the sale.

LINKS

"How Sellable Is Your Firm?" by David C. Baker for Punctuation.com

Positioning, Strategy, and AI Aug 12, 2026

Show notes

Blair and David are hearing all kinds of people talking about how their positioning needs adjustment because of AI. Blair does see an issue developing for many creative firms, but more with business strategy instead of positioning.

Links

Positioning: The Battle for Your Mind and The 22 Immutable Laws of Marketing by Al Ries and Jack Trout

Good Strategy / Bad Strategy by Richard Rumelt

Playing to Win by Roger L. Martin

The Lords of Strategy by Walter Kiechel, III

Employee Retreats for Remote-First Teams Jul 29, 2026

Show notes

David recommends regular in-person company-wide gatherings for remote workers as an opportunity for creative agencies to help build their organization's culture in our post-pandemic economy where online video meetings continue to fill our calendars and working from home is the new norm.

LINKS

"Investing in Ee Retreats at Remote Firms" by David C. Baker for punctuation.com

Productization (Again) Jul 15, 2026

Show notes

Blair changes his mind on productized services. Again. And AI is the reason.

LINKS

"The New Age of Consulting" by Blair Enns for winwithoutpitching.com

Thirteen Signals Your Website Should Send Jul 01, 2026

Show notes

David shares a quick list of website elements he sees is missing from a lot of creative firms' websites which could help them attract more new business.

Links

"13 Signals Your Website Might Send" by David C. Baker for punctuation.com

Embrace the Marketing Mess Jun 17, 2026

Show notes

Blair shares what stuck in his mind about marketing success from listening to a recent podcast interview with Rory Sutherland on Liam Curley's Undisputed Authority.

Links

"Embrace the Marketing Mess" article by Blair Enns for winwithoutpitching.com

Rory Sutherland podcast interview on Liam Curley's Undisputed Authority

Firms Most at Risk Jun 03, 2026

Show notes

Which segments of our field will thrive in the near future and which ones will slowly lose relevance, and why? David wants creative entrepreneurs to continue being resilient and reinventing themselves every two years while keeping a watchful eye on constantly evolving industry practices and technologies (including AI).

Links

"Most At-Risk Shops" by David C. Baker for punctuation.com

Pricing Resentment May 20, 2026

Show notes

Blair sees creative entrepreneurs opening themselves up to pricing resentment from their clients when the value of their contributions diminishes over time, especially when they've created significant economic value at the beginning of a long-term engagement.

LINKS

"Is Your Pricing Creating Resentment?" by Blair Enns for winwithoutpitching.com