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  • Podcast
  • Tom Glason
  • 17 Sep 2026

The Coaching Relationship That Changed Everything – Alex Olley on building Go-To-Market rigour at Reachdesk

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What happens when the investor everyone expects to say ‘yes’ tears your Go-To-Market plan apart in front of 15 people?

For Alex Olley, Co-Founder and CRO of Reachdesk, that moment at his Series B in 2021 became the inflexion point of his career as a Revenue Leader. 

 

In this episode, Alex tells us the full story from that shocking investor meeting to the coaching relationship that changed his career and Reachdesk forever. We also touch on how Alex is deploying AI today – from surfacing high-intent accounts to using outbound and business cases and why he believes efficiency without accuracy is a trap. 

 

It’s a conversation about the line between the art and the science of selling, and what it actually takes to go from good to great as a CRO. 

📚 Episode Chapters:

04:00 – The Series B wake-up call
13:00 – Lessons on Sales Rigour
23:30 – Art vs Science in Sales
25:00 – Applying AI without losing creativity
29:00 – The importance of unit economics for CROs

🎧 Continue listening…

Make sure you listen to Season 2 with Sam Jacobs on building for efficient growth

Want to listen to the full episode with Alex?

 Listen here: 

🎙️ Apple Podcasts 

🎙️ Spotify 

🎙️ Simplecast

 

Or watch below…

Enjoyed this episode or have a guest suggestion for us?

We’d love to hear any feedback you have for us and any suggestions or guest recommendations you may have. Simply get in touch with our production team at [email protected]

Patrick Coleman

Patrick Coleman

Co-founder & CEO, QStory

“ScaleWise has transformed our go-to-market approach enabling us to implement best in class Account Based Sales Marketing strategies that deliver high-quality pipeline consistency”

Matt Jones

Matt Jones

Head of Go-To-Market, EvaluAgent

“Having valuable expertise ‘on tap’ from ScaleWise has been pivotal in accelerating the growth of Evaluagent”

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Tatjana Hayward

Communications & Business Operations Lead Senseforce

“ScaleWise coaching had a big impact right from the start, helping us to execute a much more effective marketing strategy whilst implementing best practices throughout our sales & marketing funnel. ”

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