WIN

WIN

The WIN Podcast

Business is a battle, and we came here to WIN!

Join Carrie and Ian Richardson, partners at Fox and Crow Group, as we ask business owners two important questions: "What's Important Now?" and "How are You Winning?"

Why SASE is a WINNING part of the Modern MSP Security Stack
WINJune 08, 202500:19:4113.55 MB

Why SASE is a WINNING part of the Modern MSP Security Stack

Send us a text Carrie Richardson and Ian Richardson host the WIN Podcast - What's Important Now? Serial entrepreneurs, life partners and business partners, they have successfully exited from multiple businesses (IT, call center, real estate, marketing) and they help other business owners create thei...

How Do I WIN the Attention of Larger MSPs? Jennifer Roy, CEO of Nucleus Networks, Gives You The Cheat Codes
WINMay 30, 202500:16:0311.05 MB

How Do I WIN the Attention of Larger MSPs? Jennifer Roy, CEO of Nucleus Networks, Gives You The Cheat Codes

Send us a text 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 managed service providers. Roy shares insights from her leadership at Nucleus Networks, a multi-location MSP within the Lyra Tech...

Len DiCostanzo Has Been Building Winning MSP Event Strategies for Over 40 Years. Tune In!
WINMay 28, 202500:22:5315.74 MB

Len DiCostanzo Has Been Building Winning MSP Event Strategies for Over 40 Years. Tune In!

Send us a text 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 Richardson to share strategic insights from his 40+ years in the IT channel, including leadership roles at Autotask, Kaseya, and Da...

Rex Frank - Winning MSPs Follow A Process
WINMay 20, 202500:10:527.49 MB

Rex Frank - Winning MSPs Follow A Process

Send us a text 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 the real reasons most MSPs stall out. From the dangers of hero culture to the strategic misuse of vCIOs, Rex shares decades of...

Nick Wolf Shares MSP Event Engagement Strategies
WINMay 14, 202500:15:1910.55 MB

Nick Wolf Shares MSP Event Engagement Strategies

Send us a text 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 sales intern at Datto (Nick was employee 17 at Datto...) through to his current role with Cork. Nick shares his pre-eve...

Eric Roach and Dropsuite - Winning Through Strategic Partnerships
WINMay 14, 202500:21:3914.9 MB

Eric Roach and Dropsuite - Winning Through Strategic Partnerships

Send us a text 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 Global Sales and Marketing at Dropsuite, to explore how strategic partnerships can supercharge growth. With PAX8 Beyond on t...

Will Ominky and Nerdio's Winning Approach to MSP Events Like Pax 8 Beyond
WINMay 10, 202500:18:5312.99 MB

Will Ominky and Nerdio's Winning Approach to MSP Events Like Pax 8 Beyond

Send us a text Carrie Richardson and Ian Richardson host the WIN Podcast - What's Important Now? Serial entrepreneurs, life partners and business partners, they have successfully exited from multiple businesses (IT, call center, real estate, marketing) and they help other business owners create thei...

MSP Event Planning - How the MSP Initiative Creates Winning MSP Events
WINMay 10, 202500:15:3410.72 MB

MSP Event Planning - How the MSP Initiative Creates Winning MSP Events

Send us a text 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, and elevate vendor relationships beyond the trade show table. Featuring Alec Stanners, VP of Business Development at Bvoip an...

Aaron Peterik Shares Winning Advice for first-time Sponsors of Pax8 Beyond
WINMay 08, 202500:18:4712.93 MB

Aaron Peterik Shares Winning Advice for first-time Sponsors of Pax8 Beyond

Send us a text 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 sales pipeline? Aaron Peterik, Director of Channel at Zero Networks and former Pax8 insider, joins us to share real-world strat...

Mark Sokol from CyberFox shares Winning MSP Event Strategies
WINMay 06, 202500:17:5812.37 MB

Mark Sokol from CyberFox shares Winning MSP Event Strategies

Send us a text Carrie Richardson and Ian Richardson host the WIN Podcast - What's Important Now? Serial entrepreneurs, life partners and business partners, they have successfully exited from multiple businesses (IT, call center, real estate, marketing) and they help other business owners create thei...

Craig Fulton from Evergreen - WIN by Making Lasting Memories
WINApril 29, 202500:14:179.84 MB

Craig Fulton from Evergreen - WIN by Making Lasting Memories

Send us a text 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 experience at industry events like PAX8 Beyond. Craig offers thoughtful advice on preparing for large conferences, engaging meani...

MSPs WIN When They Collaborate at MSP Industry Events
WINApril 29, 202500:10:577.55 MB

MSPs WIN When They Collaborate at MSP Industry Events

Send us a text 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 playbook for getting the most out of major MSP industry events like PAX8 Beyond—from strategic pre-event planning to making meaning...

Andrew Mora Shares How Cork Wins at MSP Events
WINApril 24, 202500:18:4912.96 MB

Andrew Mora Shares How Cork Wins at MSP Events

Send us a text 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 Richardson talks with Andrew Mora from Cork about what it really takes to turn a sponsorship into a sales strategy. Mora pu...

Winning at Reinvention: Mark Chamberlin on Building Legacy and Active Retirement
WINFebruary 22, 202500:26:3418.28 MB

Winning at Reinvention: Mark Chamberlin on Building Legacy and Active Retirement

Send us a text 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 unexpected crossroads—let go at 61.5 and faced with a big question: What’s next? Instead of chasing another corporate role, he...

Winning Customer Transition Strategies for MSPs with Matt Yesbeck
WINFebruary 15, 202500:24:0116.53 MB

Winning Customer Transition Strategies for MSPs with Matt Yesbeck

Send us a text 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 transition low-value or misfit clients without losing revenue or damaging reputation. Instead of accepting the status quo, they bui...

WIN at Scaling Your MSP with Matthew Pincus and Helpt
WINFebruary 03, 202500:34:2523.66 MB

WIN at Scaling Your MSP with Matthew Pincus and Helpt

Send us a text Why is Winning at Scale So Difficult? Scaling a business comes with big challenges—hiring, retention, marketing, and making smart decisions that drive growth. In this episode of WIN, host Carrie Richardson sits down with Matthew Pincus, Founder & CEO of HELPT, to discuss the lesso...

Winning at Social Media Marketing with Heather Margolis
WINJanuary 24, 202500:26:4218.37 MB

Winning at Social Media Marketing with Heather Margolis

Send us a text "Winning at Social Media Marketing with Heather Margolis" In this episode of the WIN Podcast, host Carrie Richardson interviews Heather Margolis, founder of Channel Maven, to uncover her strategies for leveraging social media as a powerful tool in B2B marketing. Heather shares invalua...

Winning Podcast Strategies from Command Your Brand
WINJanuary 18, 202500:29:3120.3 MB

Winning Podcast Strategies from Command Your Brand

Send us a text WIN More PR Opportunities with Advice from Josh Silvestro In this episode, host Carrie Richardson is joined by Josh Silvestro, brand ambassador at Command Your Brand, a podcasting agency specializing in helping businesses amplify their voice and connect with the right audiences. Toget...

Andrew Moore WINS by Operationalizing Trust
WINNovember 18, 202400:29:1320.1 MB

Andrew Moore WINS by Operationalizing Trust

Send us a text In this episode of What's Important Now, host Carrie Richardson sits down with Andrew Moore, founder of Ridgeview Advisors, to dive deep into the concept of "Operationalizing Trust" in the managed services provider (MSP) industry. Andrew shares insights on how scaling trust is critica...

Mike Ita WINS by supporting one niche specialization.
WINOctober 14, 202400:28:4319.77 MB

Mike Ita WINS by supporting one niche specialization.

Send us a text Host Carrie Richardson sits down with Mike Ita, founder and CEO of IT Corps, a managed service provider based in Ohio. Mike shares his inspiring journey from a general IT consultant to a highly successful niche business specializing in IT services for veterinary practices. He talks ab...