Running Your Own Race: Tom Lavery on going from bootstrapped to venture-backed episode artwork

EPISODE · Sep 11, 2025 · 37 MIN

Running Your Own Race: Tom Lavery on going from bootstrapped to venture-backed

from Making The Grade · host Tom Lavery, ScaleWise, Tom Glason

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 Enjoyed today's episode of Making The Grade? If you took something valuable from the episode, we'd love for you to... ✔️ Leave us a rating and review on your favourite podcast platform. ✔️ Share your ideas or guest suggestions with us at [email protected]✔️ Stay in the loop with the latest from Making The Grade and ScaleWise by following us on LinkedIn or YouTube. See you again next week! 

Episode metadata supplied by the publisher feed · Published Sep 11, 2025

Embed this episode

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.

Distinct summary based on available episode metadata or transcript content.

NOW PLAYING

Running Your Own Race: Tom Lavery on going from bootstrapped to venture-backed

0:00 37:15

No transcript for this episode yet

We transcribe on demand. Request one and we'll notify you when it's ready — usually under 10 minutes.

No similar podcasts found.

Frequently Asked Questions

How long is this episode of Making The Grade?

This episode is 37 minutes long.

When was this Making The Grade episode published?

This episode was published on September 11, 2025.

Can I download this Making The Grade episode?

Yes. Use the download control on the episode player to save the publisher-provided media file.
URL copied to clipboard!