David C. Baker and Blair Enns
2Bobs—with David C. Baker and Blair Enns
Conversations on the art of creative entrepreneurship with David C. Baker and Blair Enns
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Episodes
Thirteen Signals Your Website Should Send 01.07.2026 20:28
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 17.06.2026 24:45
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 03.06.2026 26:43
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 20.05.2026 20:18
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
People vs. Profits 06.05.2026 21:41
Prompted by a recent trip to Europe, David considers how the differences between worker protection laws in Europe compared to North America affect starting and running an agency in this fast-changing global economy. Links "Employment Law + Economic Flexibility" by David C. Baker for punctuation.com 2Bobs in Tuscany Join David, Blair, six other business owners and their spouses for four days and...
Three Patterns of Lost Opportunities 22.04.2026 29:24
Blair identifies three recurring categories of lost sales in creative firms and offers solutions to each. Fixing two of these patterns can reap the dividends immediately, and adjusting your sales approach for all three will pay off for years. LINKS "Three Patterns of Lost Opportunities" article by Blair Enns for winwithoutpitching.com Brigadoon.live "Slapping Down Your Childlike Glee" 2Bobs epis...
Why Clients Come, Stay, and Leave 08.04.2026 19:43
David sees a lot of creative agencies making bad assumptions about their client relationships by not making the distinction between the reasons why clients come to them in the first place, why they choose to continue working with them as time passes, and then why they ultimately move on. LINKS "Distinguishing Between Why Clients Come, Stay, and Leave" by David C. Baker for punctuation.com "The W...
Is AI Going to Kill Labor-based Pricing? 25.03.2026 27:45
Blair is stunned that he still encounters so many advisory businesses like ad agencies, consulting firms, legal and accounting practices — large and small — that are still selling time. So he and David discuss what new revenue models should look like as we all adapt to how AI is changing our businesses. Links "Time's Up, Babycakes" by Blair Enns for winwithoutpitching.com Time's Up!: The Subscri...
If I Were Starting a New Firm 11.03.2026 34:46
Blair interviews David about a recent article he's been receiving a lot of feedback on, in which he lists all of the things he would try to incorporate into a brand new creative agency, based on what he's seen and learned from working with thousands of firms over the years. Links "If I Started A New Firm, Now" by David C. Baker for punctuation.com
Decoy or Anchor? 25.02.2026 21:19
Blair differentiates between decoy pricing and price anchoring, which are two different techniques that are often confused for each other, and can increase your average proposal value in multi-option pricing when used appropriately. Links "Decoy or Anchor?" article by Blair Enns for winwithoutpitching.com "The Perils of 'Good/Better/Best' Pricing" 2Bobs episode
We Are All Closet Socialists 11.02.2026 20:03
Despite the fact that many entrepreneurs hate people telling them what to do, they end up running their own agencies using a "central planning" model. Instead, David encourages entrepreneurial leaders to set clear standards, give staff more freedom, and institute kind accountability, for them and ourselves. Links "Countering Your 'Central Planning' Tendencies" by David C. Baker for punctuation.c...
Shower Your Way to Sales Success 28.01.2026 20:47
David interviews Blair about his recent article in which he gives us methods to cope with our own natural emotional and physiological responses that can be triggered when unforeseen events unfold within sales conversations. LINKS "Can Improv and Cold Plunges Improve Your Sales?" by Blair Enns for winwithoutpitching.com Blair's interview on the Undisputed Authority podcast with Liam Curley What D...
Why Entrepreneurs Are Unemployable 14.01.2026 23:53
Blair interviews David about a recent article in which he argues that the very traits that make entrepreneurs successful also make it hard for them to give up being their own boss and join someone else's company. LINKS "What Makes Entrepreneurs Unemployable" by David C. Baker for punctuation.com
The Problem of Mechanistic Thinking 31.12.2025 20:48
David interviews Blair about his recent article in which he explores how our businesses are not simple machines that can be tuned (or killed) with specific wrenches, but they are complex adaptive organisms that we need to understand differently. LINKS "Your Business Is Not a Machine" by Blair Enns for winwitoutpitching.com "Innofficiency in Your Agency" 2Bobs episode "Grow or Die?" 2Bobs episode
Oppositio Singularis: The Positioner's Folly 17.12.2025 13:44
David sees too many marketing agencies trying to attract new business by staking claims of specialness on things for which nobody is claiming the opposite, instead of building their positioning on uniquely defined expertise.
Dealing With the Ghosting Problem 03.12.2025 24:19
Are prospects not responding to your follow-up after you submit a proposal? Blair goes through what might be causing their lack of response and then provides three tools to address the ghosting problem. Links "Ghosted. Now What?" by Blair Enns for winwithoutpitching.com "The Power of a Metaphor" 2Bobs episode Blair's annual 100 Day Sprint post on LinkedIn
Defending the Castle When the Moats Are Drained 19.11.2025 30:39
One characteristic of our industry is disappearing moats. After a brief overview of the fourteen moats we've lost from 1965 to today, we'll look at what turf we really have left to defend and what the future will look like if we get this right. It'll be very different, and you'd better get ahead of it.
The Four Priorities of Winning New Business 05.11.2025 27:32
What do we do in those situations where we have to pitch? Blair simplifies some important principles from his books into a sequence of four precepts we can follow when the sales process doesn't progress like we'd hoped. Links "The Only New Business Indicator That Matters" 2Bobs episode "Assume an Advantaged Player" 2Bobs episode "Slapping Down Your Childlike Glee" 2Bobs episode
Understanding Earnouts 22.10.2025 25:03
If/when you sell your firm, it'll likely be the largest transaction of your life, and so it makes sense to understand it! In this episode David gives a crash course in everything earnouts. LINKS "Understanding Earnouts" by David C. Baker for punctuation.com
Grow or Die? 08.10.2025 32:56
Blair recognizes growth opportunities in every area of life and business, yet sees many people chasing metrics while unknowingly resisting genuine progress for various reasons. LINKS "Chief Growth Officer" by Blair Enns for winwithoutpitching.com
You're Cheating Clients Unless You're Repetitive 24.09.2025 21:14
David recognizes that the fear of repeating ourselves in our client work is motivated by the right things: "am I delivering value?" LINKS "Repeating Yourself as an Expert" by David C. Baker for punctuation.com "Questions, Not Answers" 2Bobs episode
How to Get $500M to Build a Website 10.09.2025 30:13
Blair tells the story of recreation.gov and how its performance pay deal has been nothing but wins for every party involved, with plenty of lessons for buyers and sellers of all kinds of services. LINKS "Performance Pay Leads to a $500M Website" by Blair Enns for winwithoutpitching.com Recreation.gov
When a Key Employee Wants Equity 27.08.2025 21:14
David provides a framework for one of the most important conversations in a creative agency principal's life. LINKS " When A Key Employee Wants Equity " by David C. Baker for punctuation.com " Pros + Cons of Having a Partner " by David C. Baker for punctuation.com
SpamHack Your Way to Growth! 13.08.2025 19:35
Instead of railing against AI-generated spam, Blair decides to "get in on the action" with his brand new SpamHack AI Growth System ™️ in this spoof episode.
What I Learned From Teaching Motorcycle Racing 30.07.2025 25:04
David recognizes more than a few parallels between his passion for motorcycle racing and the work being done in creative and marketing agencies. LINKS "What I Learned from the Race Track" by David C. Baker for punctuation.com
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