Announcing Pear’s investment in Dealops: The GTM finance platform reimagining deal execution

Written by:

Kathleen Estreich

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in

AI Announcement Founder Stories Fundraising Go-to-market

We’re thrilled to share that Pear VC has led the $5.2 million seed round for Dealops. We couldn’t be more excited to partner with Spyri Karasavva, founder & CEO, and the entire Dealops team.

I first met Spyri shortly after I joined Pear last summer and was immediately struck by her ambition, clarity of thought, and deep domain expertise. We spent a few months getting to know each other as she continued to land more and more AI-native customers, such as Airwallex and Harvey. 

A few months into spending time together, they hadn’t formally initiated a fundraising process, but their customer adoption and market traction convinced us that this was a team and a category we had to support, so we moved quickly to pre-empt the seed round.

Why we invested

A massive and growing opportunity in the GTM stack

I’ve long viewed pricing as one of the most strategic levers for a business. However, too often it is treated as an afterthought. The way you price your product signals to customers the value you are delivering to them (and how they will use it). 

Layer on top of that the massive changes happening in this AI era, and the old way of pricing & packaging products, structuring deals and incentivizing the sales team is ripe for change. Pricing is no longer simple. Sales forecasting is no longer static. Sales compensation workflows are no longer linear.

And yet, the tools supporting this motion are outdated, brittle, and fundamentally not built for the AI-powered, usage-based world we’re now in.

Dealops sits at the center of this transformation. The market opportunity is massive: an estimated $13B in software spend today, growing to $25B+ when factoring in headcount and salary costs tied to deal ops, quoting, and GTM finance. Beyond software, there’s $15B+ in annual spend across roles like deal desk analysts, sales enablement, and GTM strategy teams —much of which Dealops can automate or augment with software.

A strategic wedge with clear expansion paths

Dealops is starting with quoting and pricing intelligence, a pain point that touches every part of the revenue motion. Quoting is the most direct way to demonstrate ROI, and it serves as a rich data layer for everything downstream: forecasting, scenario analysis, compensation, and more.

Their product is already proving its worth with top-tier customers like Plaid and Airwallex who use Dealops to scale usage-based pricing and test new models, give sales reps real-time guidance on what to sell and how to price it, and drive pricing discipline without slowing down deals. Early results include:

  • Over $1 billion in processed revenue
  • 10x faster quoting
  • 30% lift in average contract size, and millions in incremental revenue.

The founder: deep context and relentless execution

Spyri is exactly the kind of founder we love to back. She brings a rare blend of pricing and growth experience, having led core Finance & GTM initiatives at both Stripe and Stytch. She understands the pain of pricing non-standard deals deeply, and brings founder-level urgency to solving it.

We’re proud to be on this journey with Spyri and the entire Dealops team and can’t wait to see where they go next.

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