On Par Podcast - Episode 10 - From Conversations to Close: MSP Sales with Adam Ross

On Par Podcast - Episode 10 - From Conversations to Close: MSP Sales with Adam Ross

Greg Sharp sits down with Adam Ross — CEO and Co-Founder of CloudOlive — to unpack what really works in MSP sales today.

Show notes

In this episode of The On Par Podcast, Greg Sharp sits down with Adam Ross — CEO and Co-Founder of CloudOlive — to unpack what really works in MSP sales today.

From the power of founder-led selling to filtering time-wasters with one simple question, this episode is packed with practical strategies MSPs can apply immediately to grow revenue, shorten sales cycles, and win better-fit clients.

💬 Topics covered:

Why “How have you tried to solve this already?” is the ultimate qualifying question

How to uncover patterns in your last 5 deals (and double down on them)

When to walk away from a bad-fit opportunity

The importance of fast follow-up and professional proposals

What real traction looks like — and how to systemize it

Bonus: How billing clarity and contract speed build long-term trust

Whether you're a founder still leading sales or scaling a team — this one’s a must-listen.


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