The MSP Sales Podcast

Why might SaaS sales reps struggle in MSP sales? On the surface, selling software and selling managed services may seem similar - but the reality is, they require very different approaches.

In this episode of The MSP Sales Podcast, we sit down with Tanner Cookson (@ Alternative Payments) to break down the fundamental differences between SaaS sales and MSP sales. We discuss why many SaaS-trained reps struggle in MSP roles, and what ...

More reps, more tools, more activity - does that result in more sales? Not always. Your pipeline might even be full, but the deals just aren’t closing. In this episode, Brian Gillette sits down with Jeffrey Newton, former MSP sales leader turned co-founder at Cyft, to break down a forensic approach to diagnose and fix sales inefficiencies. They discuss why process alone isn’t enough and how aligning human connection with sales str...

Are you tired of drifting along in a sea of sameness? In this episode of The MSP Sales Podcast, Brian Gillette sits down with Alex Farling to talk about one of the biggest challenges in the managed services industry - standing out in a crowded market.

This episode breaks down how MSPs may unknowingly commoditize themselves, and struggle to communicate their unique value. From refining your sales process to creating deeper client re...

In this episode of 'The MSP Sales Podcast,' host Brian Gillette sits down with Tim Fitzpatrick of Rialto Marketing to uncover the critical overlap between sales and marketing for MSPs. They look at why many MSPs struggle with lead generation and the importance of setting a clear strategy before diving into marketing initiatives. 

Tim shares his insights on how to verticalize your services, build trust through targeted messaging, an...

In this episode of The MSP Sales Podcast, Brian Gillette chats with Casey Seaborne about how MSPs can transform their MSP sales teams success and scalability. Casey shares actionable insights on why sales processes often fail, the role of emotional intelligence (EQ) in sales success, and the steps MSP owners need to take to support their sales teams effectively.

Casey explains how simplifying offerings, standardizing processes, and...

Want to scale your MSP? Join Brian Gillette and John Davenjay of Bowman Williams as they discuss the secrets of how to hire right and staff your MSP both successfully and effectively. With lessons drawn from John’s inspiring journey - this episode is packed with practical advice to help you take your business to the next level.

John shares how grit and determination helped shape his career, battling through challenges as an entrepr...

Opportunities don’t always come gift-wrapped - and MSPs who learn to spot them win out. In this episode of The MSP Sales Podcast, Brian Gillette sits down with Kevin Clune of MSP Growth Hacks ( https://www.MSPGrowthHacks.com ) to explore how to transform transactional thinking into meaningful, long-term partnerships.

From creating value in unexpected ways to leveraging client relationships for referral growth, this conversation is ...

In this episode of the Feel-Good MSP Podcast, Brian Gillette challenges you to think deeply about your career aspirations. Do you want to be good, great, or the best in your field? Brian breaks down the pros, cons, and hard truths of each level and what it takes to reach the top.

Using real-world sales examples, we explore how good salespeople achieve their goals, build reputations over time, and strike a balance between work and l...

In this episode of the MSP Sales Podcast, Brian Gillette is joined by Taher Hamid of MSP Camp to discuss how Managed Service Providers can leverage specific types of marketing content to attract leads, build trust, and close more deals. We'll explore the role of content in MSP growth, from building brand authority to creating engaging sales narratives that convert.

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In our second episode of The MSP Sales Podcast, your host Brian Gillette, and special guest Robert Gillette (MSP Dojo) explore the reasons why sales training often fails for Managed Service Providers. Together they discuss the various factors that affect the effectiveness of sales training, and how your MSP can step up to face the change and discomfort that often come right alongside sales growth. More than just the latest sales te...

In our first episode of The MSP Sales Podcast, your host Brian Gillette dives into the discomfort many business owners feel about selling managed IT services. We explore why selling managed services can feel unnatural and why it seems like prospects are becoming more difficult to reach and trust harder to establish. How does the "Adversarial Sales Complex" impact both buyers and sellers? Brian explains this phenomenon and how you c...