Lessons from the Trenches: Leveraging Experiences for MSP Growth

Ever wondered about the untapped potential and alternative paths that could’ve shaped your MSP?

In this unfiltered session of MSPs In Conversation Ryan Spillane, Aaron Jacobs, and David Tozzi-Condivi answer “What would I do differently?” covering MSP operations and decisions on staff, management, sales, marketing and more to help you reflect, learn and discover fresh perspectives that may pivot your MSP’s future.

Topics to cover:

  • Reflecting on past experiences and lessons learned
  • Staff management: key learnings on hiring, retaining and developing strong company culture
  • Efficient budget and resource allocation
  • Balancing growth and financial stability
  • Growth & Strategy, People & Leadership
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Key Takeaways

1

Culture Beats Perks Every Time

Ping pong tables, free lunches, and perks don’t create retention on their own. Strong culture comes from leadership, trust, clear expectations, and protecting great staff by addressing poor performance or negativity early.

2

Hire for Growth, Not Just Immediate Need

The most resilient MSPs continuously recruit and invest in junior talent. Building Level 1 pathways, mentoring internally, and documenting processes creates scalable teams — relying solely on “unicorn” senior hires does not.

3

Documentation and Onboarding Enable Scale

Clear onboarding, internal handbooks, and documented processes reduce dependency on individuals and accelerate new hires. Progress matters more than perfection — start simple and improve continuously.

4

Separate Sales Roles and Standardise What You Sell

Expecting one person to hunt, close, account manage, and design solutions is a common mistake. Dedicated BDMs and account managers — supported by standardised service offerings — drive more consistent, profitable growth.

5

Unprofitable Clients Are a Bigger Risk Than Churn

Fear of losing customers often leads MSPs to underprice and over-deliver. Regularly reviewing profitability, raising prices honestly, and letting go of loss-making clients strengthens the business — and is rarely as painful as expected.

Featured Panelists
Ben Town
Hosted Network
Ryan Spillane 360 Consulting
Ryan Spillane
360 Consulting
Aaron Jacobs
Sophos
David Tozzi-Condivi
Greenlight ITC

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