Skip to content
Scalewise
Scalewise
  • For Clients
    • Book Call
    • GTM solutions
    • GTM Diagnostics
    • Permanent Hiring
    • Fractional Leadership
  • For Investors
  • For GTM Experts
  • About Us
  • Resources
Contact us
Login
Scalewise
Scalewise
Scalewise
Back
  • Podcast
  • Tom Glason
  • 11 Sep 2025

Making The Grade Podcast: Running Your Own Race – Tom Lavery on going from bootstrapped to venture-backed

Toggle Share Icons Menu

What does it take to build a category-defining SaaS company when your biggest competitors have raised 40x more funding than you?

 

In this episode, Tom Lavery, Founder & CEO of Jiminny, joins us to share how he bootstrapped for years before raising, why staying in control beats chasing hype, and how to layer AI into GTM without over-engineering your stack.

 

Expect pragmatic tactics for capital-efficient growth, candid lessons from fundraising in a downturn, and a no-BS view on what’s truly changed in sales. 

 

Episode Chapters

03:34 – Jiminny’s origin story
05:53 – Competing in a category with 40x more capital 
09:21 – How to pick your investors & navigating the SaaS recession
17:20 – What’s changed in sales 

21:18 – Successfully implementing AI
31:18 – The European ecosystem
33:18 – Slowing down and getting hiring right 

 

Want to listen to the full episode? 

Listen here: 

🎙️ Apple Podcasts 

🎙️ Spotify 

🎙️ YouTube

🎙️ Simplecast 

 

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”

Placeholder image

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. ”

Related Articles

Read now
Making The Grade: Emeric Ernoult
  • 04 Sep 2025
  • Podcast

Bootstrapping Agorapulse to over $20M ARR

In this Making the Grade episode, we’re joined by Emeric Ernoult to discuss when it's time to pivot and why you don't need VC funding to be successful.
Read now
Read now
Making The Grade with Keji Mustapha
  • 28 Aug 2025
  • Podcast

The 5 Silent Killers of Go-To-Market with Keji Mustapha

In this Making The Grade episode, Keji Mustapha shares the 5 silent killers of GTM.
Read now
Read now
Making The Grade with James Bagan
  • 21 Aug 2025
  • Podcast

James Bagan's Playbook for GTM Success

In this Making The Grade episode, we hear from James Bagan on what it takes to build a GTM engine for success.
Read now

Unsure what you need?

Book a 30-minute call with our Growth Advisor.

Book now

Scaling Solutions

  • GTM Diagnostics
  • Permanent Hiring
  • Fractional Leadership
  • GTM Diagnostics
  • Permanent Hiring
  • Fractional Leadership

GTM Experts

  • Why work with ScaleWise
  • Become a GTM Expert
  • Terms of Service
  • Why work with ScaleWise
  • Become a GTM Expert
  • Terms of Service

Knowledge

  • Resources
  • Case Studies
  • Pearls of Wisdom
  • Resources
  • Case Studies
  • Pearls of Wisdom

Company

  • About Us
  • Contact Us
  • For Investors
  • About Us
  • Contact Us
  • For Investors

Subscribe

We don’t spam! Join our newsletter to receive resources & insights to help you scale.

© 2025 ScaleWise. All right reserved.

  • Privacy Policy
  • Privacy Policy
Linkedin

Latest research:

How to scale from Series A to B

Read now
Our site uses cookies to distinguish you from other users of our site. This helps us to provide you with a good experience when you browse our site and also allows us to improve our site. A cookie is a small file of letters and numbers that we store on your browser or the hard drive of your computer. We only use (and store) non-essential cookies on your computer's browser or hard drive if you provide your consent. You can block cookies by activating the setting on your browser that allows you to refuse the setting of all or some cookies. However, if you use your browser settings to block all cookies (including essential cookies) you may not be able to access all or parts of our site.