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20NTC Session Proposal

IT Staffing: Evaluating the What, When, and How of Outsourcing


Do I have enough IT staff?

Should I be outsourcing my IT?

Should I outsource some of it or all of it?

How do I figure out what to keep in-house and what to work to send out?

These are all huge questions that anyone managing IT faces. Sadly, there’s no one-size-fits-all answer, but hopefully you can get closer to the answer that fits your organization.

Learning Outcomes

  • Make more informed outsourcing decisions based on your org's philosophy, needs, and resources.
  • gain a clearer understanding of current outsourcing models (VAR, MSP, fractional CIO, SAAS, etc.)
  • Judge what level of staffing is right for their organization


Colin Boyle

IT Director

Step Up Suncoast

Colin Boyle is a Navy veteran and has a degree in history from New College of Florida. He is currently taking his 22nd gap year before going to grad school.

Since there wasn’t a huge market for historians, he started doing IT work. He has worked for a variety of nonprofits as well as VARs, MSPs, and SAAS shops.

Colin is currently the IT Director for Step Up Suncoast, an anti-poverty non-profit in Sarasota, Florida.

Richard Wollenberger

IT Director and HIPAA Compliance and Security Officer

Parents as Teachers

Experienced IT leader passionate about learning and helping in the nonprofit world.

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March 13, 2019


10:30am – 11:45am



CFRE Credits

NFR - 1.25

Collaborative Notes

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Session Evaluation

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