WIN
by Carrie Richardson Fox and Crow Group
Latest episode
WIN x West McDonald: Closing the AI Readiness Gap in the MSP Channel
WIN x West McDonald: Closing the AI Readiness Gap in the MSP Channel
About this podcast
I'm Carrie Richardson, and this is WIN: a podcast for MSP owners and IT channel sales leaders who are done guessing at sales and marketing and ready to get good at it on purpose.
My co-host Ian Richardson and I have both sat on both sides of the table. Ian built and exited an MSP and I've spent 15 years building pipeline for MSPs and channel vendors.
Between us, we've made the calls, missed the quotas, and closed the deals that actually moved revenue.
Every episode we sit down with an MSP owner, a sales leader, or a vendor exec and ask:
How are you winning?
No theory.
No recycled advice you've already read on LinkedIn.
Just the actual plays IT channel leaders are running right now to land new logos, protect MRR, and build something worth selling one day.
New episodes weekly. Learn more about Fox & Crow Group at https://foxcrowgroup.com/
Episodes
The newest 20 of 97 episodes
- WIN x West McDonald: Closing the AI Readiness Gap in the MSP Channel · 22 minSend us Fan Mail Fewer than 250 companies out of 110,000 technology service providers in the Fox & Crow Instinct database show up talking about AI workflows, AI policies, or…
- Matt Tomlinson: MSPs will WIN with AI · 24 minSend us Fan Mail Read the accompanying article on the Fox & Crow group blog here. Matt Tomlinson has spent years on both sides of the MSP world, first inside it, now helping MSPs…
- Doug Miller at Brightworks Shares on How Sales Coaching Builds WINNING MSP sales teams. · 34 minSend us Fan Mail Doug Miller of Brightworks spent 15 years trying to fix his MSP's sales problem. Cold email blasts, LinkedIn programs, hired reps who couldn't prospect…
- David Reid's "Getting to Exit" is a book on building winning MSP exit strategies · 20 minSend us Fan Mail How David Reid Sold His MSP for 8X (and Got a Decade of His Life Back) David Reid sold his business before he turned 50. That wasn't luck. It was the plan. He…
- Matt Koenig shares winning MSP event strategies for new IT channel vendors · 27 minSend us Fan Mail Matt Koenig Shares Winning MSP Event Strategies for New IT Channel Vendors Trade shows eat a huge chunk of a new vendor's marketing budget, and most of them get…
- Why SASE is a WINNING part of the Modern MSP Security Stack · 20 minSend us Fan Mail Carrie Richardson and Ian Richardson host the WIN Podcast - What's Important Now? They are the co-founders of Fox & Crow Group, a software development company…
- How Do I WIN the Attention of Larger MSPs? Jennifer Roy, CEO of Nucleus Networks, Gives You The Cheat Codes · 16 minSend us Fan Mail In this episode of the WIN Podcast, host Carrie Richardson sits down with Jennifer Roy to unpack how vendors can successfully connect with enterprise-grade…
- Len DiCostanzo Has Been Building Winning MSP Event Strategies for Over 40 Years. Tune In! · 23 minSend us Fan Mail If you're heading to Pax8 Beyond—or any major MSP channel event—this episode is your tactical prep guide. Channel legend Len DiCostanzo joins host Carrie…
- Rex Frank - Winning MSPs Follow A Process · 11 minSend us Fan Mail Rex Frank on the Process-Powered MSP: Why Heroics Aren’t a Strategy In this episode, Carrie Richardson sits down with Rex Frank, VP of PAX8 Academy, to unpack…
- Nick Wolf Shares MSP Event Engagement Strategies · 15 minSend us Fan Mail Join channel veteran Nick Wolf as he shares MSP event engagement strategies with Carrie Richardson from Fox & Crow Group. Learn how Nick's career progressed from…
- Eric Roach and Dropsuite - Winning Through Strategic Partnerships · 22 minSend us Fan Mail Winning Through Strategic Partnerships with Eric Roach of Dropsuite In this episode of the WIN Podcast, host Carrie Richardson sits down with Eric Roach, SVP of…
- Will Ominky and Nerdio's Winning Approach to MSP Events Like Pax 8 Beyond · 19 minSend us Fan Mail Carrie Richardson and Ian Richardson host the WIN Podcast - What's Important Now? They are the co-founders of Fox & Crow Group, a software development company…
- MSP Event Planning - How the MSP Initiative Creates Winning MSP Events · 16 minSend us Fan Mail Winning MSP Event Planning with Alec Stanners In this episode, we dive deep into what it really takes to plan MSP events that create community, drive real ROI…
- Aaron Peterik Shares Winning Advice for first-time Sponsors of Pax8 Beyond · 19 minSend us Fan Mail From Booths to Buy-In: Aaron Peterik’s Playbook for Winning Pax8 Beyond Episode Description: What separates a vendor with a busy booth from one that builds a…
- Mark Sokol from CyberFox shares Winning MSP Event Strategies · 18 minSend us Fan Mail Carrie Richardson and Ian Richardson host the WIN Podcast - What's Important Now? They are the co-founders of Fox & Crow Group, a software development company…
- Craig Fulton from Evergreen - WIN by Making Lasting Memories · 14 minSend us Fan Mail In this episode of The WIN Podcast, host Carrie Richardson interviews Craig Fulton, M&A Advisor at Evergreen Services Group, about how to maximize your…
- MSPs WIN When They Collaborate at MSP Industry Events · 11 minSend us Fan Mail In this episode of WIN, host Carrie Richardson chats with Allan Jocson, CEO of Agilitec and member of the PAX8 Partner Advisory Council. Allan shares his…
- Andrew Mora Shares How Cork Wins at MSP Events · 19 minSend us Fan Mail Trade shows are back in a big way, and Pax 8 Beyond 2025 is one of the most important events on the MSP calendar. In this episode of the WIN Podcast, host Carrie…
- Winning at Reinvention: Mark Chamberlin on Building Legacy and Active Retirement · 27 minSend us Fan Mail From “Who’s Who” to “Who’s He?” – Reinventing Yourself After Leaving Your Business After 40 years in high-tech leadership, Mark Chamberlin found himself at an…
- Winning Customer Transition Strategies for MSPs with Matt Yesbeck · 24 minSend us Fan Mail Are you leaving money on the table when offboarding MSP clients? Matt Yesbeck and his son Gage saw a massive gap in the MSP industry—no structured way to…
