What Actually Happened
Conga announced two major executive hires on November 12, 2025: Bryan Kyle as CFO and Lisa Martin as CRO. Now, these aren't your typical "we found someone on LinkedIn" hires. Kyle's got 25+ years wrangling finances for tech companies, both private and public. Martin's been scaling revenue operations globally. The kind of résumés you bring in when you're about to do something ambitious.
And here's where it gets interesting—they're not hiding why. Conga's planning to acquire PROS Holdings' B2B business. This isn't some small tuck-in acquisition. PROS does pricing optimization and sales effectiveness software. Combine that with Conga's CPQ, contract management, and document automation? You've got end-to-end control of the entire revenue cycle.
The Competitive Reality
Honestly, Conga's been that great product most people haven't heard of unless they're already customers. They've got over 10,000 customers and 6.4 million users—those aren't small numbers. They're generating 46 million quotes and 7 million contracts annually. But in a world where Salesforce CPQ, Oracle, and SAP dominate mindshare, Conga's been the underdog.
Here's my take: they've been sitting on a goldmine. They cover the part of the revenue cycle where money actually changes hands—quotes, contracts, renewals. While everyone else obsesses over pipeline and lead gen, Conga's focused on "how do we actually close this deal and get paid?" That's valuable real estate.
With Thoma Bravo backing them (who bought Conga in 2021), they've got the financial muscle to make moves. Thoma Bravo doesn't make dumb bets. They buy software companies, streamline them, and scale them. The PROS acquisition? That's the playbook.
Who Benefits Here?
The obvious winners:
- Enterprise sales teams selling complex products (manufacturing, tech, professional services)
- Revenue operations leaders trying to connect their tech stack
- Finance teams who want to automate contract generation and approvals
- Companies with subscription models or usage-based pricing
The less obvious beneficiaries:
- Mid-market companies that couldn't afford enterprise CPQ solutions before
- Sales reps who spend hours building quotes manually
- Legal teams buried in contract redlines
- Anyone trying to figure out their actual win rates and deal velocity
If you've ever watched a sales rep copy-paste from three different systems to build a quote, you know the pain. Conga eliminates that. Add PROS' pricing intelligence on top? You're not just automating—you're optimizing.
What's Conga Getting Out of This?
The CEO, Dave Osborne, is making calculated moves here. New leadership team, pending acquisition, aggressive growth positioning—this reads like a company preparing for scale.
My analysis on their strategy:
- They want to own the "commercial excellence" category before someone else does
- The PROS acquisition gives them AI-powered pricing optimization they don't currently have
- They're positioning for either IPO or a larger exit (probably 3-5 years out)
- They need heavy hitters like Kyle and Martin to manage rapid growth and complex integration
The mention of "commercial excellence" isn't accidental. That's market positioning language. They're trying to move beyond "we do CPQ" to "we own your entire revenue engine."
The Business Value Question
Here's where we need to be careful—I'm giving you informed estimates, not guarantees.
Conservative ROI assumptions based on typical enterprise deployments:
- Sales cycle reduction: potentially 15-30% faster deals (fewer bottlenecks in approvals and pricing)
- Quote accuracy improvement: companies typically see error rates drop 40-60% (fewer manual pricing mistakes)
- Contract turnaround: could shave 5-10 days off legal review cycles
- Revenue leakage prevention: better visibility might capture 2-5% of revenue that typically falls through cracks
For a $100M revenue company, we're potentially talking $2-5M in captured revenue plus operational efficiency gains. But your mileage will vary dramatically based on deal complexity and current tech maturity.
The real value isn't in one feature—it's in connecting everything. When your CRM talks to your CPQ, which talks to your CLM, which feeds your billing system? That's when magic happens. Right now, most companies are running on duct tape and Zapier integrations.
What This Means for the Industry
The B2B software space is consolidating fast. Salesforce keeps acquiring. Oracle keeps bundling. Microsoft keeps expanding. The mid-market players like Conga have two options: scale up or get absorbed.
Conga's choosing to scale. The PROS acquisition signals they're building a true platform, not just a point solution. With AI capabilities (which both companies have been investing in), they're positioning for the next wave of sales automation.
Where I think this goes:
- More pressure on legacy CPQ vendors to innovate or discount
- Increased M&A activity in the revenue ops space
- Greater expectations that systems should "just work together"
- Shift from selling software features to selling business outcomes
The appointment of a CFO with M&A experience and a CRO focused on customer success tells you Conga's playing the long game. They're not just trying to win next quarter—they're trying to reshape how B2B companies think about their revenue infrastructure.
And you know what? The new CMO they've got is exactly who they need. Brand awareness has been Conga's Achilles heel. With the right marketing push and a genuinely compelling product story, they could break through to mainstream recognition.
Bottom Line
Conga's making aggressive moves at exactly the right moment. The market's ready for consolidation in the revenue ops space. Companies are tired of managing fifteen disconnected tools. The PROS acquisition isn't just about adding features—it's about becoming the infrastructure layer for B2B revenue.
Will it work? That depends on execution. Integration is hard. Sales is hard. Building a category-defining company is really hard. But they've got the backing, the leadership, and increasingly, the product portfolio to pull it off.
For buyers, this is worth watching. For competitors, this should be concerning. For Conga customers, buckle up—your vendor is about to get a lot more ambitious.



