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Alec Cherrin

UNBOUND Recap: HubSpot's Next Act Looks a Lot Like Work Tech

"It's not all bullshit. There's a lot of bullshit, but it's not all bullshit."

That's Alec Cherrin's verdict on HubSpot UNBOUND, and it's about as fair a review as HubSpot is going to get. 

HubSpot spent the week in Boston pitching agents for everything. Alec was there for it. The subtext: it wants to be where your team works all day. That's a work tech play, whether HubSpot calls it one or not.

For a special live edition of Work Tech Weekly, I sat down with Alec, Rep Cap's Marketing Ops Practice Lead, to take audience questions on what's worth your time.

UNBOUND Recap: HubSpot's Next Act Looks a Lot Like Work Tech
  • 47 min
UNBOUND Recap: HubSpot's Next Act Looks a Lot Like Work Tech
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HubSpot Is Angling to Be the Place Your Agents Live

When I asked Alec whether HubSpot is veering into Work Tech territory, he pushed the frame a step further. "Yeah, I would say AI-harness territory actually," he says.

The centerpiece is Agent Hub, where HubSpot wants you to build and run agents instead of handing that work to Monday.com or Claude connectors.

"So they want to control the entire workflow from getting a contact and then bringing them through the stages of the sales funnel or the flywheel or their loop, whatever it is at this point," Alec says.

Part of this makes sense to me. Agents should live in the application people already work in. I've used probably every project management platform out there, and I think they're all just different flavors of terrible, so anything that spares me another login has my interest.

Alec is less sold. He doesn't trust HubSpot with project management yet, mostly because he wants more visibility into what agents are doing and when. He also doesn't want an agent piling notifications on his team for overdue work they can't finish yet. His bigger concern came from the demos, where presenters pitched agents that write and publish blog posts with no human edit in between.

"So I believe we're going to start seeing more AI slop, not less, from these innovations," he says.

My read is that HubSpot is edging into Work Tech from the go-to-market side. The bigger contest is over who ends up owning agent management, and Alec's bet isn't on a CRM or an HRIS. "At this point I'm thinking it might end up in Claude," he says.

HubSpot Traded the Flywheel for a Loop. Um, Okay.

The headline framework this year was the loop. To me, it came off as a rebrand built to slap "agentic" on something. Alec went further, arguing that the flywheel's customer focus got lost in the redesign.

"I feel like this loop is specifically designed not to be customer-centric or help you help your customers, but rather to help you use more AI credits in HubSpot," he says.

He also offered the best description of business frameworks I've heard in a while. "It reminds me of adult Sesame Street."

The Highlight Reel

Not everything at UNBOUND was a buzzword. Here's what Alec says to turn on, plus a few warnings.

  • Turn on buyer intent and signals. This was Alec's top pick and the feature he called extremely customer-centric. It lives in Marketing Hub and flags companies searching for services like yours. It also shows funding rounds and deal timing.
  • Load your context into Agent Hub first. Everything HubSpot's AI touches draws on the context you upload, so do this before you touch a single agent. "It will make it less stupid," Alec says.
  • Do the credit math yourself. Alec estimates each credit at about one cent, so a thousand credits runs roughly $10. "And I don't know why they can't just say that," he says.
  • Set your limits. HubSpot admitted it let agents run over their credits and billed customers for it. It has since added governance, so you can cap agents at your credit limit.
  • Test agents before you deploy them. HubSpot's testing tool estimates how many credits an agent will burn. If the number is ugly, cheaper models may do the same job with a little more configuration.
  • Ask whether it needs AI at all. Start with the simplest workflow that solves the problem. "If you can do it without AI, I would say you should. Every time," Alec says.
  • Skip the AEO panic. Alec argues that customer value still wins, whatever crawler shows up. "The only thing that AI has really done is democratize mediocrity," he says. His advice is to invest in proprietary data with sound methodology.
  • Prioritize Braindates over sessions. Alec spent most of his week in these small-group conversations. He hosted one on not shoving AI into everything, and it filled up faster than any other he saw.
  • Pack a lunch. Alec's $25 lunch was Tyson chicken nuggets on an Eggo waffle with bagged coleslaw. Take our live audience's advice and hit the falafel truck, or do what I'd do and bail for a seafood lunch in Boston.

HubSpot Wants Your workday.

The direction out of UNBOUND is hard to miss. A platform that wants to build and run your agents wants to run your lowercase-w workday, too.

HubSpot's pitch was that agents should do everything. Alec's advice ran the other direction. Save the agents for problems that earn them.

Quality content, much like a black turtleneck, never goes outta style. The same goes for knowing when a tool is worth the credits.

So, is HubSpot becoming a Work Tech company? If your agents live there, it already is.

Book Time With Alec

If any of this prompted a "wait, my HubSpot can do that?" moment, Alec is offering a free 30-minute one-on-one HubSpot consultation. That's open to current clients and anyone who wandered in off the proverbial digital street.

Schedule a meeting.

Let's Talk