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    Dave Kellogg on Enterprise Software Startups

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    Latest

        Book Review: The Curious Case of Mike Lynch by Katie Prescott

        We're in the middle of an AI boom. Capital is abundant, expectations are high, and nearly every company is trying to position itself as a winner in the coming transformation. Amid all the excitement, a basic challenge remains: separating what exists today from what might exist tomorrow. Customers,

        08 Jun 2026

        Why I'm Joining the Board of Dreamdata

        I spend a lot of time thinking about go-to-market efficiency — how companies decide where to invest their marketing dollars, how they measure what's working, and how they improve over time. For years, much of marketing measurement has revolved around attribution — trying to determine which programs, campaigns,

        04 Jun 2026

        The Metrics Brothers Hiatus

        We’ve decided, after 122 episodes, to put The Metrics Brothers podcast on hiatus. Let me explain how I think about that decision. On October 20, 1974, the Grateful Dead played what was then billed as their final show before an indefinite hiatus. The band was burned out. The touring

        03 Jun 2026

        A Diamond in the Rough: Startup Founder Survival Guide by David Politis

        The first time I read Obviously Awesome by April Dunford, I breathed a sigh of relief. Someone had finally written the positioning book that desperately needed to exist — and one that I had long suspected I might someday need to write myself. My reaction came not from the material — which

        18 May 2026

        The Board Deck Is the Living Board Meeting Agenda

        Saying you want a strategic discussion and walking into a board meeting with a 45-slide operations review deck is like saying you want to eat healthy and driving to Baskin Robbins. The intention and the action are in direct contradiction. And — hint — the action wins every time. If you

        15 May 2026

        The Brute-Force Era of AI (and What Comes After)

        I think we are in the brute-force era of AI. By that I mean that progress is coming less from fundamentally new ideas and more from applying massive amounts of data and compute to existing architectures. Larger pretraining corpora, longer context windows, more GPUs — more of everything. And to

        06 May 2026

        The Re-emergence of Product Line Marketing

        A few years ago I wrote a post called The Decomposition of Marketing. The argument was that startup CEOs were increasingly breaking marketing apart — moving product marketing under product and moving demandgen under sales — in order to get strong leadership in both product marketing and demandgen without having to find

        03 May 2026

        Audio From My Exit Five CMO Leadership Retreat Presentation

        Just a quick post to highlight that Exit Five has published the audio from my presentation at their recent leadership retreat. The presentation was entitled How To Be the CMO Everyone Wants To Work With, and the audio is about an hour long. Exit Five founder Dave Gerhardt published it

        13 Apr 2026

        On the Socially Acceptable Use of AI in Business

        There's a question I've been mulling for a while now, and I think it's time to write it down: when is it okay to use generative AI in a given business context, and when does it cross a line? I'll focus on

        29 Mar 2026

        The Odd Little Book All Founders Should Read On Selling Their Company

        I recently read The Magic Box Paradigm by Ezra Roizen. It's self-published, was first released in 2016 [1] , and you won't find it on most startup reading lists. The writing is uneven and inconsistent. The metaphors are weird. There are too many TLAs (three-letter

        27 Mar 2026

        Be the CMO Everyone Wants to Work With

        I'm a big fan of Dave Gerhardt and the Exit Five marketing community he has built. While I have always liked the idea of peer-networking communities, I think they change from vitamin to painkiller in times of rapid change. Why? Because the playbooks haven't been

        21 Mar 2026

        Why I’m Not Worried About Running Out of Work in the Age of AI

        When the auto industry was being decimated and jobs offshored to Japan, many of us instinctively reached for our college economics textbook and started thinking about fish and coconuts — the example Paul Samuelson used to explain David Ricardo’s theory of comparative advantage in international trade. Well, if Japan is

        19 Mar 2026
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      Dave Kellogg on Enterprise Software Startups

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