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Two Sides of the Table
Two Sides of the Table
16 episodes
1 week ago
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Management
Business
RSS
All content for Two Sides of the Table is the property of Two Sides of the Table and is served directly from their servers with no modification, redirects, or rehosting. The podcast is not affiliated with or endorsed by Podjoint in any way.
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Management
Business
Episodes (16/16)
Two Sides of the Table
Season 2 Episode 4 - How David Mitchell is Redefining MSP Leadership at Grassroots IT
David Mitchell joins us on the podcast to share how he stepped into the CEO role at Grassroots IT, why co-leadership works, and what it takes to evolve beyond the traditional MSP model. We also talk AI, burnout, hybrid work, and why getting out of the weeds is easier said than done.
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1 week ago
34 minutes

Two Sides of the Table
Season 2 Episode 3 - Mark Andersen on Trust, Client Value, and the Long Game in IT
Mark Andersen, founder of Andersen IT, joins Two Sides of the Table to talk about building trust with clients, growing through professional services, and challenging the traditional MSP sales model.
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3 weeks ago
45 minutes

Two Sides of the Table
Season 2 Episode 2 - Consumer Tech, AI and the MSP Shift with Paul Mangano
In this episode of Two Sides of the Table, guest Paul Mangano unpacks what it means to lead an MSP in a market shaped by rising customer expectations, evolving technology and AI.
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1 month ago
41 minutes

Two Sides of the Table
Season 2 Episode 1 - MSP Growth, Partnerships and Showing Up with Ashley Knowles
In this episode, we’re joined by Ashley Knowles to talk about what it takes to grow an MSP in today’s environment. From building partnerships to getting in front of your ideal customer, we explore what is working and what to leave behind.
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1 month ago
42 minutes

Two Sides of the Table
Future-Proofing Your MSP
Kayla and Peter explore how MSPs can stay competitive by embracing new technologies, adapting to shifting customer expectations, and avoiding burnout. From AI tools to business mindset, this episode is all about building long-term resilience.
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3 months ago
32 minutes 16 seconds

Two Sides of the Table
Financial Health for MSPs
In this episode, Kayla and Peter unpack what financial health really means for MSPs. From managing margins and customer concentration to tracking the right metrics and paying yourself properly, they share practical strategies to improve profitability and build long-term stability.
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3 months ago
44 minutes 50 seconds

Two Sides of the Table
Scaling: When and How to Grow Your MSP
Kayla and Peter share what sustainable growth really looks like for MSPs. From financial planning to team structure and timing, this episode covers the key decisions that help you scale with confidence and avoid common pitfalls.
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4 months ago
34 minutes 40 seconds

Two Sides of the Table
Building Strategic Vendor Relationships
In this episode, Kayla and Peter share how MSPs can build stronger vendor partnerships to unlock bigger opportunities, improve deal flow, and support long-term growth. From account mapping to choosing the right vendors, they break down what it takes to get real value from your partner ecosystem.
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4 months ago
44 minutes 42 seconds

Two Sides of the Table
Navigating Mergers and Acquisitions in IT
In this episode, Kayla and Peter break down what it takes to prepare for and execute a successful M&A deal in the IT space. From knowing when you're ready to sell, to understanding due diligence, and working with advisors, they share real experiences and practical advice for business owners considering the next step.
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5 months ago
29 minutes 48 seconds

Two Sides of the Table
Leveraging Automation in Your MSP
Kayla and Peter share how MSPs can streamline operations by using the right tools, mapping processes, and applying automation where it matters most.
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5 months ago
32 minutes 38 seconds

Two Sides of the Table
Pricing Strategies for MSPs
Kayla and Peter unpack how MSPs can price services effectively and communicate value with confidence. Learn what works, what to avoid, and how to align pricing with the outcomes your clients care about.
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6 months ago
37 minutes

Two Sides of the Table
Building and Leading an Effective Team
Discover how MSP and IT leaders can create high-performing teams through clear communication, trust, and a culture that supports growth and accountability.
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6 months ago
38 minutes 42 seconds

Two Sides of the Table
Marketing for MSPs: What Actually Works
In this episode, we explore what actually works when it comes to MSP marketing. Learn how to define your value, build the right audience, and measure meaningful results.
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7 months ago
39 minutes 6 seconds

Two Sides of the Table
Building a Winning Sales Process
From common pitfalls in IT sales to structuring a repeatable sales process and mastering discovery calls—we’re breaking down exactly what it takes to build a sales process that works.
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7 months ago
47 minutes 4 seconds

Two Sides of the Table
The Biggest Challenges Facing MSP's and IT Service Providers Today
In this episode Kayla and Peter dive into some of the biggest challenges facing TSP’s today and how to solve them.
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8 months ago
40 minutes 48 seconds

Two Sides of the Table
Kayla & Peter: How We Landed in the IT Industry
In this episode, we introduce Kayla and Peter, exploring their backgrounds, how they built their businesses, and what led them into the IT industry. This episode sets the stage for Two Sides of the Table, giving listeners a glimpse into the perspectives and conversations to come.
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8 months ago
29 minutes 27 seconds

Two Sides of the Table