[101] How to Build and Grow a Thriving MSP as a One-Woman-Band

[101] How to Build and Grow a Thriving MSP as a One-Woman-Band

In this episode, Richard is joined by Diana Giles. Diana is the president and owner of Skyline IT Management. She’s also the founder of sensible cyber parenting, a free resource website to help parents protect their children online.

She talks about her journey from teacher to owner of an IT company, the challenges of being a one-man-band and how she spots clients who won’t be a good fit.

Diana tells Richard about the tools she uses in her business and why having an RMM, a PSA and an outsourced helpdesk make things run smoothly. She also talks about her relationship with Microsoft as an MSP.

She talks openly about the challenges of running an MSP and being a mother and a business owner. Plus, she explains how her experiences of keeping her kids safe online led to her founding the Sensible Cyber Parenting website.

Diana also shares what it’s like being a woman in a male-dominated industry and her advice for women wanting to join it, the importance of authenticity, and how those in the MSP industry can encourage more young people into tech.

Mentioned in This Episode


Episoder(200)

[Travelogue] IT Nation Connect Europe 2025

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[Bonusode] How to Master MSP Cash Flow and Credit Management

In this interview, Team Tubb’s Kareena Barat speaks to Nicki Kinton, the founder of Confident Cashflow, a Wiltshire-based finance business. A credit management professional, Nicki works with companies...

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[176] Why Now is the Time to Join GTIA and Grow the MSP Community

[176] Why Now is the Time to Join GTIA and Grow the MSP Community

In this episode, Richard Tubb is joined by MJ Shoer. MJ is the Chief Community Officer of the newly-formed GTIA, previously part of the non-profit CompTIA. A former IT director and MSP owner, MJ did a...

23 Feb 202557min

[175] Valuable Insights From Bridging The MSP And Vendor Divide

[175] Valuable Insights From Bridging The MSP And Vendor Divide

In this episode of TubbTalk, Richard Tubb is joined by Andy O'Neil. Having started out in roles within various MSPs, he then went to work for Autotask. Today, he’s leading the managed services functio...

9 Feb 20251h 28min

[174] Insights From One of the UK's Most Innovative MSPs

[174] Insights From One of the UK's Most Innovative MSPs

In this episode, Richard Tubb speaks to Chris Pottrell. He’s the managing director of Nebula IT, an MSP with a strong focus on cybersecurity. Their comprehensive set of services make them an innovativ...

19 Jan 20251h 8min

[173]StreamOne: Transforming Cloud Management for MSP Success and Growth

[173]StreamOne: Transforming Cloud Management for MSP Success and Growth

In this episode, Richard Tubb speaks to Sergio Farache, the EVP of strategy and global technology business at TD SYNNEX. In this interview, he talks specifically about StreamOne®. A cloud management p...

12 Jan 202556min

[172] Richard in The Hotseat: Advice on Business, Wellbeing and Growth

[172] Richard in The Hotseat: Advice on Business, Wellbeing and Growth

In this unique TubbTalk episode, Richard Tubb becomes the guest! He was interviewed on The Remarkable People Show, broadcast earlier this year (2024). It’s hosted by Polly Brennan and Maggie Martin on...

29 Des 202440min

[171] Rob Rae: How to Break Barriers and Build MSP Ecosystems

[171] Rob Rae: How to Break Barriers and Build MSP Ecosystems

In this interview, Richard Tubb speaks to Rob Rae, Corporate Vice President of Community and Ecosystems for Pax8. They're a cloud marketplace for future-focused managed service providers (MSP). After ...

15 Des 20241h 6min

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