We don’t hand you a deck and walk away. DragonflyOP embeds experienced operators directly into your company — filling executive roles, running sales motions, building product roadmaps, and executing every step of your path to growth or exit.
Average Sales Cycle Reduction
The Situation
ThumbStopper, a SaaS platform enabling brands to amplify content through local retailer social channels, had reached a growth plateau. Despite a strong product, sales and marketing operated in silos, pricing was inconsistent, and the company lacked a scalable GTM engine.
The Engagement
DragonflyOP embedded a core operating team and conducted a full Value Creation Assessment. We rebuilt the revenue org — replacing a generalist AE model with specialized BDRs and AEs — redesigned pricing from ad hoc to standardized SaaS tiers, and cut over $500K in wasted marketing spend while launching a new mid-market self-service revenue stream.
The Result
375% ARR growth over two years. A 500% increase in enterprise value. A 40% reduction in sales cycle length. A 30% reduction in CAC. And ultimately, a sale at 5x the pre-engagement valuation.
“We had a fast-growing business until we hit a wall at $3M ARR. DragonflyOP diagnosed our company quickly and put a growth program in place. In a few short months, ~30% revenue growth. After two years, 375% ARR growth — and we sold for 5x the valuation.”
The Situation
A fintech company offering payment automation software had found early traction with banks and enterprise clients but hit a wall. Their GTM was outdated, the founder was running all sales personally, and the company lacked recurring revenue — making a scalable exit impossible.
The Engagement
DragonflyOP conducted a deep-dive Opportunities Map and embedded a fractional operating team across GTM, RevOps, and strategy. We refined the ICP, repositioned the product with ROI-led messaging, transitioned from lifetime to SaaS pricing, implemented a repeatable sales motion, and prepared the company for acquisition — including deal room buildout and financial modeling.
The Result
Enterprise value grew from $23M to $36M in 7 months. CAC dropped 29%. Deal velocity increased 45%. The original strategic acquirer — who had previously walked away — re-engaged and closed the deal. The founder retained core IP as part of the transaction structure.
Exit Valuation
CAC Reduction
Deal Velocity Increase
“Through a 7-month engagement, DragonflyOP executed our go-to-market strategy that realized an ROI of more than 4,000%. They sold off my legacy business unit at a vastly increased $36M valuation and found a way for me to retain the core IP. Upon exit, I brought DragonflyOP on to help start my next business.”
The Situation
O.R. Trax, a healthcare platform automating communication between hospitals and surgical vendors, had received a $16M acquisition offer at under $3M ARR. Both founders were still running all functions — sales, marketing, finance, and product — creating bottlenecks and making scale impossible.
The Engagement
DragonflyOP embedded fractional operators across sales, marketing, finance, and strategy. We implemented a full outbound sales motion with SDR/BDR infrastructure, built a content and PR engine, onboarded strategic distribution partners, restructured financial reporting, and developed a CIM that positioned O.R. Trax for a tax-optimized exit.
The Result
ARR scaled from under $3M to nearly $8M. Enterprise value increased from $16M to $52M under LOI. 140% net retention. 167% revenue growth. A new management team now runs daily operations, freeing the founders to focus on strategy. Exit consummated in summer 2025.
Exit LOI (from $16M)
Revenue Growth
Engagement to Exit
“DragonflyOP worked with us for 18 months. In that time, we more than 3x revenue and 4x valuation, growing from under $3M ARR to nearly $10M ARR. They deliver. End stop.”
The Situation
TSO Life, a real-time data platform for senior living operators, had not achieved product-market fit after 10 years in business. Development costs consumed 60% of SG&A, the company was burning cash, and the Board requested an urgent audit of operations and strategy.
The Engagement
DragonflyOP conducted a company-wide audit across marketing, sales, customer success, operations, technology development, and culture — interviewing dozens of current and former employees and customers. We analyzed the ICP, found it was overly narrow, and unlocked thousands of new viable prospects. We reset the GTM strategy, rebuilt marketing leadership, and delivered actionable recommendations directly to the Board.
The Result
55% revenue growth in the first 3 months from engagement. PeakSpan Capital invested $43M in a Series B funding round. TSO now has the capital and a clear roadmap to push toward a meaningful transformation and transaction.
Series B Raised
Revenue Growth in 3 Months
Board & CEO Partnership
“Dragonfly’s hands-on, results-focused approach made a huge difference. Their operating partners helped us rethink how we ran our strategic projects and pulled together a strong execution story that was key to our fundraising.”
The Situation
Chattr, an HR technology platform targeting mid-market and enterprise employers, had stalled growth and a costly sales structure that wasn’t producing pipeline. Leadership had already removed the entire SDR team and Head of Sales, but revenue momentum had flatlined.
The Engagement
DragonflyOP embedded an experienced sales operator, replaced the traditional SDR model with a GTM engineer focused on targeting and signal-driven outreach, and built a fully integrated outbound engine across email, LinkedIn, cold calling, and partner introductions — while tightening inbound conversion with clearer positioning.
The Result
Pipeline expanded by more than 300% — exceeding $2M per quarter within six months. Enterprise opportunities advanced with greater velocity. Strategic alignment with UKG deepened, accelerating acquisition discussions. Within nine months, Chattr was acquired by UKG at approximately 8x ARR.
ARR Acquisition Multiple
Pipeline Growth
Pipeline Per Quarter
Engagement to Acquisition
“Dragonfly’s operators don’t just advise — they partnered with us on our go-to-market overhaul, from ICP validation to demand generation to ARR. We increased pipeline by 350%+, slashed our CAC, and are now accelerating revenue.”
TSO Life — $43M Series B
Tradesmith — $36M Exit · 4,000% ROI
O.R. Trax — $52M LOI · 167% Revenue Growth
Chattr — 8x ARR Acquired by UKG
Intellectible — $1.5M Qualified Demos / Month
Tradesmith — $36M Exit · 4,000% ROI
Thumbstopper — 375% ARR · 5x Exit
Every case study above started with a conversation. Tell us where you are and where you want to go — we’ll tell you if we’re the right team to get you there.