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

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)

Update: 2025-02-20
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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:

Where to find Kevin:

Where to find Brett:

Where to find First Round Capital:

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

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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)

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)

First Round