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  • Podcast
  • Tom Glason
  • 26 Feb 2026

Ego, Cash & GTM Discipline: Paul Fifield’s unfiltered lessons from building scalable businesses

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What actually breaks a startup between £1m and £10m ARR isn’t usually the thing founders are obsessing over.

In this Making the Grade episode, we’re joined by Paul Fifield – one of the UK’s most experienced go-to-market leaders, and someone who’s lived the full spectrum from predictable revenue playbooks, to rocketship growth, brutal crashes, and the rebuild that follows.

 

Paul unpacks two defining failures in his career, and the patterns he now sees repeatedly in early-stage SaaS: messy data, woolly ICPs, uncontrolled SDR targeting, false confidence from renewals, and leadership decisions driven by ego rather than fundamentals.

 

Paul also shares why the GTM playbook is changing fast, what modern CRO capability looks like in 2026, and why AI won’t save teams that haven’t done the foundational work first.

 

If you’re a founder, CRO, VP Sales, or an Operator trying to help a business graduate from Series A to Series B – this one is a masterclass in what to do, what to avoid, and what to take seriously before the market forces you to.

📚 Episode Chapters:

03:04 – Lessons from Failures and Successes
24:04 – The impact of ego in leadership
28:13 – Scaling strategies from $1M to $10M
35:05 – The evolving role of the CRO  
41:06 – Leaning into fractional talent as a startup   

🎧 Continue listening…

Make sure you listen to Designing an AI-first Business – Bethany Ayers on hiring stage-fit leaders & the GTM playbooks that actually work in the AI era 

 

Want to listen to the full episode with Paul?

 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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