Couplr
Derek Notman
Founder & CEO
Helping a founder-led business build a repeatable sales system – and get their time back.
“It’s not lead generation—although that’s the term everyone uses. We’re solving lead conversion. That’s where the real pain is.”
Deals are large (often seven-figure recurring contracts), sales cycles are long (6–18 months), and the audience is senior—typically C-suite buyers who hand projects down to their teams once the vision is aligned.
THE CHALLENGE
Couplr’s main challenge
Couplr’s founder, Derek Notman, was doing it all. Like many early-stage CEOs, he loved being in sales conversations—but had no consistent system to generate them. Outreach was ad hoc, follow-up was hard to track, and the pipeline was difficult to manage.
“It was haphazard. I’m wearing 101 hats a day. I love the meetings—but how do you get the meetings?”
“I created a Google Sheet, but it became outdated a day later. I’d forget to follow up. It wasn’t an exact science.”
Marketing existed—but it wasn’t driving a system. It was a mix of LinkedIn posts, DMs, and referrals.
“Not really a system—more of a shotgun approach.”
THE SOLUTION
Outsell and Couplr working together
THE SOLUTION
Outsell helped Couplr build a proper sales engine—one that still felt founder-led, but was actually scalable.
We worked closely with Derek to develop his ICP, build messaging around it, and set up structured outreach and follow-up processes.
“You helped me refine: who is in my ICP, why they’re there, how we’re going to target them. I’d done it in my brain, but never written it down.”
We helped him move from loose ideas to real campaigns—executing the strategy while keeping Derek in his zone of genius.
“You’re helping execute the ideas and strategies we talk about. From idea to execution is a ton of work—and I didn’t have the capacity.”
Importantly, the model aligned on risk and shared success.
“Entrepreneurs take all the risk. So working with someone who shares that—who wins when you win—that’s important.”
Key Actions:
- Built a clear, written ICP with corresponding messaging strategy
- Developed a nurturing structure around high-value enterprise opportunities
- Reactivated cold leads and warm pipeline with targeted outreach
- Created and ran live events—including co-hosted webinars with partners like PayPal’s Sam Harris
- Delivered full campaign execution—freeing Derek to focus on selling and strategy
THE RESULTS
Couplr
Outcomes:
- Over 120 ICP-aligned MQLs generated through co-hosted events and Lunch & Learns
- Re-engaged dormant opportunities and existing pipeline via structured nurturing
- 6–18 month sales cycles now tracked, measured, and supported by tailored outreach
- Founder time redirected from coordination to conversion
Couplr now has a working system: clear ICP, structured nurture, reactivated pipeline, and better meetings—without the founder needing to run everything himself.
“The biggest value has been getting clear on who we want to work with, and building a nurturing strategy—how to get them in, when to pitch, how to warm them up.”
Old prospects were re-engaged with new energy and better messaging.
“How many people did I forget about? You can only email someone so many times saying ‘Just circling back’. That only works—like—never.”
Outsell also helped Couplr create and manage high-quality events—with co-hosts such as Sam Harris (PayPal) and targeted Lunch & Learns—generating over 120 MQLs within their ICP, while also serving as a way to re-engage old and existing opportunities.
And perhaps most importantly:
“It gave me my time back.”
Book a strategy Session
