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

EPISODE · May 28, 2025 · 22 MIN

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

from WIN · host Ian Richardson

Send us Fan MailIf 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 Datto. Now leading the coaching and consulting practice at MSP Toolkit, Len helps vendors and MSPs alike improve their partner programs and sales performance—and in this conversation, he breaks down what it really takes to make an event worth the investment.You’ll learn:The top mistakes vendors make when exhibiting at trade showsWhat to do instead of hiding behind your booth tableHow to evaluate your event ROI—and what metrics actually matterWhy relationships, not branding, drive long-term valueTips for making every handshake, hallway chat, and happy hour countWhether you're a first-time sponsor or a seasoned exhibitor, this episode delivers real-world advice to help you turn event spend into sales results.Find Fox & Crow Group at booth 929 at Pax 8 Beyond.  Read the blog post inspired by the interview here. 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 building growth platforms for MSP and IT channel businesses.Learn more at:Fox & Crow Group - the MSP Sales Process platform and all-in-one CRM solution Fox & Crow Instinct - the MSP Decision Intelligence Platform for IT Channel VendorsFox & Crow Jackdaw - Competitive Intelligence Reports on Demand for MSP businesses Book time with Carrie here!Be a guest on WIN!  We host MSP channel founders, executives and sales and marketing leaders who are willing to share advice with other IT channel firms on how to build, grow or sell a business using examples from their own experience.

Episode metadata supplied by the publisher feed · Published May 28, 2025

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Send 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 Richardson to share strategic insights from his 40+ years in the IT channel, including leadership roles at Autotask, Kaseya, and Datto. Now leading the coaching and consulting practice at MSP Toolkit, Len helps vendors and MSPs alike improve their partner programs and sales performance—and in this conversation, he break...

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

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