In Depth

Inside Guideline's mission to modernize 401(k)s | Building from first principles, finding strategic edges, and rewiring retirement | Kevin Busque (Co-founder and CEO)


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Kevin Busque is the co-founder and CEO of Guideline, a 401(k) management company revolutionizing the retirement space for small and medium-sized businesses. Prior to Guideline, Kevin co-founded Taskrabbit, where he encountered firsthand the complexity and low participation rates of traditional 401(k) plans—largely due to confusing fee structures.

After launching Guideline to address those problems head-on, the company has seen remarkable growth, hitting $120 million in ARR by June 2024. In this conversation, Kevin shares pivotal moments that shaped Guideline’s trajectory, including a strategic partnership with Gusto. He also explains how his “Do the hard thing first” mindset helped the team build an industry-leading platform and disrupt an entrenched market.

Referenced:

  • ADP: https://www.adp.com/
  • Aydin Senkut: https://www.linkedin.com/in/aydins/
  • CalSavers: https://www.calsavers.com/
  • DoorDash: https://www.doordash.com/
  • Fidelity: https://www.fidelity.com/
  • Guideline: https://www.guideline.com/
  • Gusto: https://gusto.com/
  • Intuit: https://www.intuit.com/
  • Jeremy Caballero: https://www.linkedin.com/in/jeremycaballero/
  • John Zimmer: https://www.linkedin.com/in/johnzimmer11/
  • Josh Reeves: https://www.linkedin.com/in/joshuareeves/
  • Mike Nelson: https://www.linkedin.com/in/mnelsonio/
  • Leah Solivan: https://www.linkedin.com/in/leahsolivan/
  • Paychex: https://www.paychex.com/
  • Plaid: https://plaid.com/
  • Taskrabbit: https://www.taskrabbit.com/
  • Tomer London: https://www.linkedin.com/in/tomerlondon/
  • Where to find Kevin:

    • LinkedIn: https://www.linkedin.com/in/kevinbusque/

    Where to find Brett:

    • LinkedIn: https://www.linkedin.com/in/brett-berson-9986094/
    • Twitter/X: https://twitter.com/brettberson
    • Where to find First Round Capital:

      • Website: https://firstround.com/
      • First Round Review: https://review.firstround.com/
      • Twitter/X: https://twitter.com/firstround
      • YouTube: https://www.youtube.com/@FirstRoundCapital
      • This podcast on all platforms: https://review.firstround.com/podcast
      • Timestamps:

        (00:00) Teaser: “I don’t believe in stealth mode”

        (02:51) Inspiration behind Guideline

        (07:56) Lessons from a year’s research before Guideline

        (10:44) Identifying market pull for Guideline

        (14:28) What Kevin learnt before shipping their first product

        (19:10) How Guideline set their fees up

        (27:51) The surprising range of Guideline’s early customers

        (31:48) Kevin’s insights from the Gusto integration

        (39:48) Guideline’s first year

        (44:44) Working with Plaid as Guideline’s first customer

        (53:28) Guideline’s auto-enrollment feature

        (57:53) Lucky 8: Kevin’s unexpected pricing strategy

        (62:04) Franchise opportunities

        (64:49) Kevin’s reflections on Taskrabbit

        (71:36) Will Guideline ever go multi-product?

        (72:37) Kevin’s take on product-market fit

        (73:30) Guideline’s compounding advantage

        (78:51) The challenges faced by introverted leaders

        ...more
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