Two Sides of the Table

A podcast designed for MSPs and IT business owners looking to scale, solve challenges, and stay ahead.

Episodes

Jul 28, 2026

40 min

Cameron McFie, founder of Xeneth, joins Kayla and Pete to unpack why so many MSPs are unknowingly leaving revenue on the table through inaccurate Microsoft billing and licensing.
From CSP complexity to reconciliation and pricing accuracy, this episode breaks down exactly where the money goes missing and how to build a billing process that protects your margin as you scale.

Jul 28, 2026

40 min

Jul 14, 2026

47 min

Derik Karamian, founder of Australian Loan House, joins Kayla and Pete to explain why business owners often face a tougher path to loan approval.
This episode covers what banks actually look for and how to get your finances in order for a smoother approval.

Jul 14, 2026

47 min

Jun 30, 2026

37 min

Mirko Roettgers, professional EOS implementer at EOS Worldwide, joins Kayla and Pete to break down how the Entrepreneurial Operating System helps MSP owners build structure, accountability and traction into their business.  
From vision building to breaking through the ceiling, this episode is packed with practical insights for any MSP owner ready to take back control and grow with confidence. 

Jun 30, 2026

37 min

Jun 16, 2026

43 min

Nicolette Baker, CMO at Inception Marketing, joins Kayla and Pete to share what separates MSPs that grow through marketing from those that don't.
From understanding your ideal customer to knowing where to spend your budget, this episode covers the foundations every MSP needs to get right. 

Jun 16, 2026

43 min

Jun 2, 2026

20 min

Kayla and Pete pause halfway through Season 3 to reflect on everything covered so far in the Expert Series.
 
From navigating insolvency and restructuring with Bryn Hardwood, to ISO certifications and AI governance with Jason Maricchiolo, cyber insurance with Tim Stephenson from SherpaTech, and the people and culture conversation with Carla Canning, this episode brings it all together.
 
They share the key takeaways from each guest, what surprised them, and what they are personally applying to their own businesses, before providing a preview of the four expert guests still to come in the back half of the season.

Jun 2, 2026

20 min

Apr 28, 2026

41 min

Carla Canning, founder of Connect Lead Achieve, joins Kayla and Pete to unpack the people challenges that come with growing a business.
With a background in HR, Carla shares a practical perspective on building high-performing teams, exploring why employees leave, the gap between intention and action, and the challenges of managing performance and leadership.

Apr 28, 2026

41 min

Mar 31, 2026

43 min

Jason Maricchiolo, founder of ISO 365, joins Kayla and Pete to unpack what ISO compliance really means for MSPs and IT providers.
From ISO 27001 and quality standards to AI governance and cyber insurance, this episode explores how businesses can use compliance to build trust, improve processes, and stand out in a crowded market.

Mar 31, 2026

43 min

Mar 10, 2026

41 min


Bryn Hardwood, a restructuring specialist at Carbon Corporate Restructuring with a background in accounting and advisory, joins Kayla and Pete to discuss what really happens when cash flow pressure escalates inside a tech business.
From navigating ATO debt to understanding director responsibilities, this episode unpacks the practical options available to business owners and why acting early can make all the difference.

Mar 10, 2026

41 min

Feb 4, 2026

40 min

Season 3 of Two Sides of the Table kicks off with Tim Stephenson, CEO of SherpaTech.
In this episode, we unpack the realities of cyber insurance—what it covers, what it does not, and how MSPs and IT businesses can better manage risk in a changing landscape.
 

Feb 4, 2026

40 min

Jan 22, 2026

39 min

Geoff Hughes joins Peter and Kayla for the final episode of Season 2 to share insights from his journey building and exiting a successful MSP and what he is seeing now as the founder of Linkro.
They explore how AI is reshaping the way MSPs operate, the real challenges behind business transformation, and why governance and compliance are often the biggest barriers to growth.

Jan 22, 2026

39 min

Copyright 2025 All rights reserved.

Podcast Powered By Podbean

Version: 20241125