Britt Bowman

Britt BowmanSep 19, 2026

I hate my LinkedIn content strategy. Is that insane to say here? I've spent months doing everything you're supposed to do to turn an audience into a business. I got clearer about what I sell, built content pillars around the problems I solve, wrote frameworks, carousels, and posts designed to demonstrate expertise. I've paid attention to hooks, formats, CTAs, and whether someone landing on my profile could figure out why they should hire me. I've taken advice from people who know far more about building an audience than I do, and it’s been effective. My business is doing super well, but somewhere along the way, I stopped liking MY LinkedIn. Not LinkedIn in general, just mine. I started posting regularly in February because I wanted to write. I wanted a place to share my professional insights and slowly added more and more of myself. I had things in my head, and I wanted somewhere to put them. When I think about the things I've written this year that I actually LOVE, they're not the 7 different ways I can explain why your GTM operating model is broken. They're #MythsAndMigrations, #WeekendMusings, the ridiculously elaborate cakes I make for people I love, stories about my family and career, and the weird sh!t I learn while trying to build a life. The business posts are fine. Some are even pretty good. And I have plenty more to say about AI, GTM, operating models, and scaling companies, but I can write the same commercial idea 7 different ways trying to find the version the algorithm likes, and around version 4, I stop writing. I'm manufacturing content. I f*cking hate manufacturing content. I don't know exactly what to do about that yet. Maybe my content strategy changes. Maybe I stop caring whether every post reinforces the same 3 things I want to be known for. Maybe I decide that someone who follows me because of Greek mythology and stays for 4-layer cakes is exactly the kind of person I want in my world. I do know that I launched a Substack yesterday. I’m ridiculously excited about it, and I have 5 subscribers. Yes, B!tch. Not because I needed another channel. Good God, I did not need another channel. I'm excited because it gives me somewhere to WRITE. Long-form. Weird-form. However-many-words-this-takes-form. Without trying to reverse engineer every thought into something commercially cogent enough to earn its square on a content calendar. You can find my first post here: https://lnkd.in/e7GDU8Xe Business is seriously amazing. I love the work I'm doing, my clients, and what I'm building. I’m more certain than ever about the problems I want to solve and the company I want to build around solving them. So this isn't a crisis of confidence about my business. It's a realization that somewhere in the process of making my writing better at selling the business, I made it worse at being mine. And I want my writing back. I'm not entirely sure what that means yet. But I think I'll start there.

Britt BowmanSep 20, 2026

I want to personally thank YouSpot and Dharmesh Shah because yesterday was the day I finally started to feel like a real-life business owner. I seriously never do this, and with #UNBOUND2026, HubSpot has gotten plenty of attention, but I've never used their products, and after one day, I suddenly feel more legitimate than I did the day I booked my first client meeting, brought in my first dollar, began my first fractional role, or replaced my previous salary. I feel serious because I stopped spending an absurd amount of time building little automations around the edges of my business and started using a real CRM. When I started building my own business, I did what founders do. I made the system I needed with what I had. I built a Google Sheet and connected it to Codex and Claude Code. I built automations to help track relationships, opportunities, follow-ups, source notes, conversations, and the increasingly elaborate set of things I was trying not to lose. It worked, was smart, and also required my attention as the builder, manager, and support for my own tech stack. That's time I don't have now that I'm booked. I need help. To be clear, I'm not criticizing scrappiness because it's what got the business moving. It got me through the period when I needed a way to manage the work before I had a full set of systems in place. But there's a point where what helped you start becomes what you keep maintaining because you're too used to being the person who can make anything work. What got us here won't get us there, and all that. Yesterday, I imported my information into YouSpot, and it was insanely easy. My contacts and notes came over. The people, context, opportunities, and follow-ups that lived in my own home-grown system were now centralized in a system I don't personally have to support for it to improve over time. I can already see the operational difference. Not in some vague “AI is magic” way. In the very practical sense that the HubSpot and YouSpot teams know what features founders like me need, so they're way ahead of what I'd built, so I can stop with my enhancement backlog because most things I'd planned are already there for me. Listen, not everything is there yet. I want that Gmail connector completed, for example, and I have opinions and feature requests, as you'd expect, and I'll put them in the Ideas log, but I'm also genuinely impressed by how quickly it let me move from a very sophisticated founder workaround to something that feels more durable at a price point that's accessible for a solopreneur. That last part is super important, too. This wasn't priced so high that you have to be generating tens of thousands of dollars per month to afford it. If you're just starting out, you can buy tokens for as little as $1. Seriously. I paid $10 and was able to reduce spend across several other vendors. So again, huge thanks to Dharmesh and the teams at HubSpot and YouSpot! You may have just made a customer for life.

Britt BowmanSep 17, 2026

You're a CEO two quarters into enterprise deals. You're starting to think the strategy failed. Before you kill it, check these four parts of your GTM motion. 1. Your pipeline coverage math. Your coverage ratio was calibrated on a mid-market cycle. Enterprise deals run longer, pull in more stakeholders, and stall for budget cycles that don't exist in mid-market. Every extra month is another chance for a champion to change roles or a budget to get frozen. The ratio didn't change. What it has to survive did. 2. Your forecast. A mid-market deal that slips a quarter is in trouble. An enterprise deal that slips a quarter is Tuesday. You're running a forecast cadence built to catch the first thing, and it reports the second thing as failure every time. 3. Your comp plan. Quarterly quota against a nine-month cycle means your best enterprise rep earns nothing for two quarters and looks like your worst performer right up until the day they don't. Some of them leave before that day comes. 4. Your marketing. The demand gen that filled mid-market pipeline is still running, still producing MQLs, and most of it never reaches the buying committee behind a real enterprise deal. Enterprise needs a different motion entirely: targeted account selection instead of volume, coverage across the whole buying committee instead of one contact, multi-threaded engagement instead of a single lead nurture. Your team keeps running the old motion because it used to work, and the reporting still says it does. None of these show up as operating problems on their own. Stacked together, they distort the same signal from four directions at once. Your pipeline looks thin, your forecast looks late, your best rep looks like your worst, and your marketing looks like it's still working. That combination is what makes a working enterprise motion look unviable. So the conversation isn't "our forecasting model is wrong for this motion." It's "maybe enterprise isn't for us," and the numbers agree, because the numbers were built for the thing you stopped doing. If you're two quarters in and the enterprise motion looks like it's failing, check your pipeline math, your forecast cadence, your comp plan, and your marketing engine before you check the strategy. The GTM SCALER assessment shows you where. Check it out here: https://lnkd.in/etXVZcet