Revenue Problem Solvers

Your revenue problem might not be where you think it is. Kyle McDowell spent nearly three decades inside Fortune 10 organizations running operations for tens of thousands of employees, and what he kept seeing had nothing to do with pipeline or product. It was culture. Specifically, the gap between the values leaders posted on walls and the behaviour they actually modelled when pressure hit. In thi...

Bob Jurkowski built the partner ecosystem at Intacct, scaled to hundreds of firms across multiple verticals, before the company was acquired by Sage for approximately $850M. He has helped build 11 B2B companies and consulted on partner strategy for companies as large as SAP. He now advises founders and executives on building predictable, capital-efficient revenue systems. Learn more at revenuegrow...

Your enablement team is a dumping ground. Every department pushes change into the sales org and calls it enablement. No sequencing. No cascading. No intake. The "just send it to them, they'll figure it out" mentality does NOT work! Because they won't. Andrew Quinn spent over a decade at HubSpot executing the playbook behind The Sales Acceleration Formula; except he was the one who actually had to...

Most sales professionals know LinkedIn matters. Very few know how to make it work. Natasha Walstra spent a decade figuring out the difference, starting as an SDR who could not stomach cold calling car dealerships, discovering that connecting on LinkedIn before calling changed everything, and eventually training sales teams and building a framework she now calls the REALationship Growth Method. In...

If you have 20 priorities, you actually have none. That's the first thing Nate Littlewood tells founders when they come to him overwhelmed, overworked, and wondering why their revenue growth isn't showing up in the bank account. Nate is a fractional CFO who took an unusual path to get here. He started on Wall Street as a top-ranked equity analyst, trained to tell the story the numbers actu...

Most AI revenue projects fail before they start. The technology is not the problem. The data underneath it is. Justin Shriber is the co-founder and CEO of Territ and a former VP at LinkedIn who has spent 25 years inside some of the most complex revenue organizations in tech, including Oracle and McKinsey. In this episode he breaks down the exact three-stage framework CROs should follow to deploy A...

Ross Paquette built Maropost into a global commerce and marketing platform over 13 years. No venture capital. No VP of Sales for longer than most founders would be comfortable admitting. In this episode, Ross breaks down exactly how he built a revenue engine from scratch when he had no choice but to own it himself. He talks about the $30M ceiling he hit as a founder, the $8M in failed expansion at...

AI isn’t just changing tools. It’s changing leadership. In this episode of Revenue Problem Solvers, I sit down with fractional CRO and GTM advisor Neil Weitzman to unpack what change management really looks like in today’s AI-driven world. After 25+ years building revenue engines at Rogers Media, Nielsen, and Deloitte, Neil has seen every kind of transformation. But AI may be the ultimate leadersh...

Pricing and packaging is the single most important growth lever in your business, and the one most leaders are afraid to touch. In this episode of Revenue Problem Solvers, I sit down with Roee Hartuv, Senior Pricing Advisor at WillingnessToPay.com, who has spent two decades seeing how growth breaks when pricing doesn't reflect the value companies actually deliver. The conversation covers every...

Most companies define their Total Addressable Market incorrectly. And it quietly limits their growth. In this episode of the Revenue Problem Solvers Podcast, Dan Wardle, VP of Sales at Spellbook (AI legal tech serving eBay, Dropbox, and enterprise legal teams), breaks down why TAM is not a math exercise. It's a leadership decision that shapes retention, revenue, and long-term company value. If...

Most revenue leaders are obsessed with new leads. Meanwhile, they're sitting on hidden revenue in their existing customer base. In this episode, Stephanie Valenti (SVP at BILL) shares how she built a post-sales motion that outperformed new business, all without hiring a single new rep. You'll learn: - Why your existing customers are your fastest path to growth - The lions vs zebras framewo...

You hit your quarterly revenue target. Your team is underwater. Your capacity planning is broken. Sound familiar? Simon Drexler, President of Samuel Automation, explains why booking cadence is the growth constraint nobody talks about. Getting $9M in bookings during the final month of a quarter looks identical to $3M per month on paper. Operationally, they're completely different businesses. On...

When should a company actually scale? Most founders give the same answer: “When we have product-market fit.” In this episode of Revenue Problem Solvers , I sit down with Mark Roberge , co-founder of Stage 2 Capital, and author of the new book The Science of Scaling, to break down why that answer is necessary, but not sufficient. Mark breaks down a mistake he sees repeatedly as companies grow: conf...

How do you build a durable SaaS business when your market is crowded, noisy, and full of lookalike competitors? In this episode of Revenue Problem Solvers , I sit down with Emeric Ernoult , co-founder and CEO of Agorapulse , to unpack what it takes to grow in one of the most competitive SaaS categories: social media management. Instead of chasing trends or shortcuts, Emeric and his team focused on...

Most B2B go-to-market strategies are built around how sellers want to sell and not how buyers actually buy. In this episode of Revenue Problem Solvers , I sit down with Dave Boyce , Executive Chairman at Winning by Design , to break down how modern B2B buying has changed, and why so many revenue teams are struggling to keep up. We cover: Why most B2B purchases now happen without talking to sales H...

Sales and Marketing alignment is one of the most talked-about topics in B2B, and one of the most misunderstood. In this episode of the Revenue Problem Solvers Podcast , Catarina Hoch breaks down why SDR and Marketing misalignment quietly kills pipeline, creates friction between teams, and leads to the belief that “marketing leads are low quality.” We talk about: Why inbound isn’t easier than outbo...

Christina Brady helped close a real gap in the business. The team moved fast. They delivered value quickly. Customers were happy. Then they realized something uncomfortable. They forgot to monetize it. In this episode, Christina breaks down how teams can become so focused on solving the right problem that they miss the part that actually keeps the business alive. We talk about speed, execution, le...

Roderick Jefferson built a remarkable career in sales and leadership. Then everything changed in an instant. He suffered a stroke. His heart stopped. He died. And he came back. This episode is Roderick’s honest account of what happened, what he saw, and what the experience taught him about ambition, burnout, health, and what success really means when your life is on the edge. It is one of the clea...

Most companies talk about building one GTM team. Very few do it. Jeroen Hendriks explains why alignment fails and what leaders must change if they want sales, marketing, and CS to truly work as one. Jeroen has led teams across Europe and has seen the same pattern everywhere: culture drives alignment, not playbooks. And if leaders stay in their comfort zone, nothing changes. We get into the truth b...

Comedy and sales are more connected than anyone wants to admit. In this episode of the Revenue Problem Solvers Podcast , comedian and sales pro Kevin Hubschmann breaks down why cold calling and standup comedy run on the same principles. Testing. Timing. Openers. Awareness. Bombing. And the uncomfortable truth that your first line determines everything. Kevin shares how comics build rapport with a...

What happens when a homemade recipe in a garage turns into one of the fastest-moving CPG products in the country? In this episode of the Revenue Problem Solvers Podcast , Kris Phippen, the founder of Phlippens, shares the wild, honest, and sometimes ridiculous journey behind building a brand with nothing but grit, instincts, and a product people couldn’t stop eating. From cottage weekends where ja...

Ever watched a company announce a big new market launch at their sales kickoff… only to see everything fall apart six months later? Yeah, we’ve all been there. In this episode, we talk about what not to do when you’re trying to enter a new market — and what actually works instead. Hint: it’s not about spiffs, incentives, or hype. It’s about experimentation. We dig into: Why early announcements can...

Trade shows aren’t just brand awareness plays! They are revenue drivers and need to be thought of it like that. In this episode, we dig into how to make events part of an integrated marketing strategy that builds relationships and fuels pipeline. We cover: Why “story before structure” should guide your booth strategy The key metrics marketing leaders should actually track Turning feelings into fac...

The hiring market flipped overnight. Most companies are still operating like it didn't happen. Mateo Polic, CEO of Accentio, breaks down what actually changed in the talent market, and why your hiring strategy needs to evolve. In this episode: Why revenue-per-headcount became a focused metric that matters Profitability replaced "growth at all costs" How office mandates cut your talen...

What do you do when you’ve only got 8 customers—but they include AT&T, Dell, General Mills, and Best Buy? In this episode, Dustin Joost shares the bold move his team made early on: hosting a customer conference with just 8 clients. But this wasn’t just an event—it became the foundation of their community-led growth strategy and helped shape an entire category. We dive into: How to turn early c...