Master Your Up-Market Strategy Like A Unify PMM

If you are a startup PMM, you know the feeling. You land your first enterprise deal and it feels like you just cracked the code. Then leadership looks at you like, cool, do it again. And again. Suddenly “enterprise” becomes the plan, even if the company is still selling like it is mid market. That is what this episode is about. Going upmarket is not just selling to bigger companies. It is a different buyer, a different story, and a different way of proving value.

I sat down with Quintin Smith, a two time founding PMM who has built product marketing functions inside high growth startups. He is currently shaping go to market at Unify, one of the fastest growing AI native companies right now. Before that, he was at CaptivateIQ during a massive growth phase, and a lot of the lessons he shared came from what it actually took to make enterprise a repeatable motion, not a lucky win.

What Changes When You Go Enterprise

One of the most useful parts of the conversation was how Quintin described the shift in buyer dynamics. In SMB and mid market, you can often win with a clear product story and a strong champion. In enterprise, the deal does not close unless the right people are in the room, and the value is framed in a way that matches how they make decisions.

At CaptivateIQ, they looked at closed won versus closed lost deals and started spotting patterns. Enterprise customers got outsized value from flexibility, and the deals went better when senior personas like VPs and CFOs were involved. That sounds obvious, but the point is they did not guess. They proved it, then built around it.

The narrative also had to evolve. It was not enough to position the product as a way to simplify work. The enterprise story needed to connect to incentives as a strategic lever. That is the kind of shift that changes who leans in, and who signs.

The Four Rs Framework

Quintin’s framework for making this repeatable is the Four Rs. It is simple, but it covers the full cycle of what PMMs actually need to do when the company is changing direction.

  • Research: Go deep on what is happening in the market and in your deals. Use qualitative and quantitative inputs, and treat win loss as a goldmine.

  • Refine: Turn what you learned into clear positioning, messaging, and an upmarket strategy that is specific enough to execute.

  • Ready: Equip internal teams so the story shows up consistently across sales, marketing, and product.

  • Report: Review performance, call out what worked and what did not, then adjust the plan for the next cycle.

The reason this matters is because going upmarket is not a one time project. It is a loop. You learn, you adjust, you enable, you measure, and you do it again.

How Unify Moves Faster With AI

At Unify, Quintin is still grounded in the same Four Rs, but the timeline is faster. AI can help compress the messy middle, especially when it comes to synthesizing patterns across calls, notes, and customer feedback. You can get to insights quicker, and that means you can test and ship changes sooner.

But Quintin was also clear about what does not change. Judgment still matters. Context still matters. Empathy still matters. AI can speed up the work, but it cannot replace the strategic thinking that makes the work worth doing.

Messaging Critique: Profound

For this segment of the show, Quintin chose to critique Profound, a company at the forefront of AI driven marketing solutions. Profound offers a unique service, helping businesses optimize their visibility within AI platforms like ChatGPT and Microsoft Copilot. The standout here is clarity. They take a complex service and explain it simply and directly, which is rare in an industry where most brands hide behind buzzwords.

At the same time, there is room for Profound to push the messaging further. They have an opportunity to inject more creativity and a more future oriented vision into the story. If they can articulate an aspirational narrative about how search optimization is shifting, and what that means for modern brands, they can capture more engagement and position themselves as thought leaders in a category that is still being defined.

If you’re trying to go upmarket right now, the takeaway is not “sell bigger.” It’s build a repeatable enterprise motion based on real patterns, not assumptions. Get clear on the buy team, tighten the narrative, and run the loop. Quintin’s framework is a solid way to do that without turning it into a massive, vague initiative that never ships.

LINKS

Messaging Critique (Profound): tryprofound.com

Connect with Quintin:

LinkedIn: https://www.linkedin.com/in/quintin-smith-35b51582/

Connect with Elle:

LinkedIn: https://www.linkedin.com/in/elle3izabeth/

Website: https://www.productmarketingadventures.com/

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