HubSpot

Strong and inclusive culture, very smart people, lots of autonomy and trust granted instantly across all roles in the organization. If you are looking for your next technical challenge, HubSpot is a great place to be, and the challenges are getting bigger and bigger as the company scales up.

Fabulous platform support. You'll probably never work anywhere else that has bespoke CI/CD tools that are as polished and reliable as HubSpot's. Developing software at HubSpot is a truly fulfilling experience... if you like Java.

Top-notch executive team. Brian Halligan is probably one of the most customer-centric CEOs in Boston, and Dharmesh Shah is a CTO able to operate at every level, from dreaming the big dreams to writing the SQL queries himself.

It's not unusual for scale-up organizations. HubSpot has some rough edges around role alignment when hiring externally, promotion paths across the technical and leadership boundary, and sometimes suffers from the downsides of a massively decoupled product organization consisting of hundreds of small teams empowered to run fast in the direction they choose.

By and large, it is working for them. There are alignment processes in place that get the job done where it matters. Be on the lookout for pockets of unchecked chaos or unexpected feedback.

Explore the possibility that people who deliver the best technical solutions and people who deliver the best leadership and team outcomes are almost never the same humans. There is space in the org for high-performers in engineering to be mediocre at management, but not the inverse, which doesn't always feel like a true reflection of the company's stated values.