HR Tech Giant Gusto Scoops Up SMB Retirement Plan Provider Guideline

by | Aug 27, 2025 | Market Analysis & Trends | 0 comments

Gusto, an HR tech company valued at nearly $10 billion, has agreed to acquire Guideline, a startup that provides retirement plans to small and medium-sized businesses, CNBC reported on Wednesday.

Financial terms of the deal were not disclosed. The transaction comes amid an uptick in startups buying their venture-backed peers in 2025.

Interestingly, the two companies have been partners since 2016, when Gusto tapped Guideline to provide retirement plans to its customers. In January, that partnership deepened with Guideline announcing that it was integrating with Gusto Embedded Payroll, marking Guideline’s “first and most established payroll integration.”

Founded in 2015 by Kevin Busque and Jeremy Caballero, Guideline has raised nearly $340 million in funding, per Crunchbase data. Investors include Gaingels, General Atlantic, BoxGroup, 500 Global and New Enterprise Associates, among others. Its last funding round was a $200 million Series E led by General Atlantic that valued the company at over $1.1 billion.

Gusto, founded in 2011, has raised over $746 million in funding, according to Crunchbase data. Backers include Pear VC, General Catalyst, Emergence Capital, Y Combinator and Kleiner Perkins, among others.

Both companies’ target customers are small businesses.

According to CNBC, Gusto had more than $500 million in annualized revenue as of 2023, and Guideline’s annualized revenue as of January totaled $140 million.

It’s not the first time a smaller player in the retirement space has attracted the attention of a larger company. In January 2023, investment giant BlackRock took a minority stake in venture-backed SMB 401(k) provider Human Interest.

Related Crunchbase queries:

Related reading:

Illustration: Dom Guzman


Stay up to date with recent funding rounds, acquisitions, and more with the
Crunchbase Daily.

Related Posts

280 AI companies automating the construction industry

280 AI companies automating the construction industry

Construction companies are starting to adopt AI systems to replace manual operations, as the industry undergoes its most significant digital transformation in decades. The endgame is fully orchestrated construction sites where AI coordinates everything from material...

Sewing Robots, Rare Disease Advocacy And More 

Sewing Robots, Rare Disease Advocacy And More 

This is a monthly column that runs down five interesting startup funding deals every month that may have flown under the radar. Check out our July entry here. AI was yet again an inescapable theme this month as we looked for interesting startups that landed fresh...

Why AI Is Your Edge, Not Your Replacement

Why AI Is Your Edge, Not Your Replacement

By Alexander Walsh If you’ve spent any time in the startup world lately, you’ve probably heard: “AI is coming for our jobs.” The fear is understandable. With every breakthrough in AI, there’s a lurking suspicion that something, or someone, is about to become obsolete....

0 Comments

0 Comments

Submit a Comment

Your email address will not be published. Required fields are marked *