GTM 42: Earn the Right to Side Hustle with Scott Leese

GTM 42: Earn the Right to Side Hustle with Scott Leese

Scott Leese is a 6x Sales Leader, 4x Founder, 3x Author, a Sales Consultant, Advisor, Solopreneur, and Community Builder. Scott Leese Consulting was founded in 2016 with a focus on companies scaling from $0 – $25m ARR.

Scott founded Surf and Sales in 2017 with the mission to bring valuable events and conferences around the globe to help sales professionals and executives grow and expand their skills.

Most recently Scott founded GTM United, which is a private community of go-to-market professionals united by a mission to put their development first. Get feedback, ask questions, practice self-care, and make real connections.

What You Will Learn:

  • How to land advisory work & how to hire the best advisors.
  • Identifying which early-stage startups to join.
  • The importance of asking deeper questions in your career.
  • The ‘Go-To-Network’ approach.


(4:40) Defining advisory work in SaaS.

(7:57) What to look for when bringing on an advisor.

(11:07) How to land an advisory role.

(17:21) The big resume blip that Scott encountered in his career.

(25:50) Building strategies to discover different sales archetypes.

(32:35) Earning the right to side hustle.

(34:45) What Scott would’ve done differently throughout his career.

(41:30) Scott’s advice on hiring the best sales individuals.

(44:20) Hot take: Go-to-market strategies won’t be relevant in a couple of years.

(48:54) Creating a partner channel to accelerate your business.

Guest Speaker Link:
GTM United:
Scott Leese Consulting:
Surf and Sales:

Host Speaker Links:

The GTM Podcast
Don’t miss The GTM Podcast dropping every Tuesday discussing true stories and experiences including trials and tribulations in the Go-To-Market world.

Before helping found GTMfund, Scott spent 4 years at Outreach as Director of Strategic Engagement. He was in charge of aligning key relationships with VCs, BoDs, ecosystem partners and community members to drive revenue and strategic initiatives across Outreach. Scott initially ran revenue/partnerships for Sales Hacker (which was acquired by Outreach in 2018). Prior to Sales Hacker, he led and built outbound Business Development teams at Payfirma and MediaValet. Scott also advises for a number of high growth start-ups and is the host/author of The GTM Podcast and The GTM Newsletter. At GTMfund, Scott leads all fundraising efforts and runs the media arm of the firm. He’s also responsible for assessing investments, team management, LP/community relationships and GTM support for founders.

Join Us Today

Insider access to the GTM network and the best minds in tech.

Join Us Today

Insider access to the GTM network and the best minds in tech.

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