• Thirteen Signals Your Website Should Send
    Jul 1 2026

    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

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    20 mins
  • Embrace the Marketing Mess
    Jun 17 2026

    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

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    25 mins
  • Firms Most at Risk
    Jun 3 2026

    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

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    27 mins
  • Pricing Resentment
    May 20 2026

    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

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    20 mins
  • People vs. Profits
    May 6 2026

    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 nights of creative business exploration in an intimate countryside villa designed for long meals, deep conversations, and unhurried thinking.

    Learn more and apply at 2Bobs.com/events

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    22 mins
  • Three Patterns of Lost Opportunities
    Apr 22 2026

    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 episode

    "Debriefing After a New Business Call" 2Bobs episode

    "Assume an Advantaged Player" 2Bobs episode

    "The Rungs You Can Reach on the Ladder of Lead Generation" 2Bobs episode

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    29 mins
  • Why Clients Come, Stay, and Leave
    Apr 8 2026

    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 Waterfall of Differentiation" 2Bobs episode

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    20 mins
  • Is AI Going to Kill Labor-based Pricing?
    Mar 25 2026

    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 Subscription Business Model for Professional Firms by Paul Dunn and Ronald J. Baker

    The Automatic Customer: Creating a Subscription Business in Any Industry by John Warrillow

    The Forever Transaction by Robbie Kellman Baxter

    Subscribed: Why the Subscription Model Will Be Your Company's Future – and What to Do About It by Tien Tzuo and Gabe Weisert

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    28 mins