I applied online. The process took 3 weeks. I interviewed at HubSpot (New York, NY) in June 2023
Interview
They have you do a role play which is pretty intense, and then they expect you to have a list of questions about the role/company ready to go right after which is not indicated at any point. I spent hours and hours studying for the role play, had I known there would be a questions section after, I would have been prepared.. Not a great interview process in my experience. They also have you do the role play with a hiring manager that you may not even be working with... They assign you to a manager AFTER you have accepted the role. The person you interview with should be the person you work for.. Seems like a no-brainer..
Interview questions [1]
Question 1
Really it was the structure of the process that upset me, not the content necessarily but would have liked to know to come prepared with questions
Phone Screen with Recruiter (off-camera)
Interview with Manager (mock disco)
Interview with another Manager (mock solution presentation)
Interview with your Sales Director (pretty easy, be human, we talked about fishing)
The two managers you get can make or break you getting in as some are tougher than others.
Multiple meetings and material to review for your interview stages. Be prepared to take 5 hours out of your work day to join the interview prep calls and meetings. Total time dedicated to interviews and preparation time roughly 10 hours.
I applied online. I interviewed at HubSpot (Dallas, TX) in May 2026
Interview
Very thorough and transparent interview process. Make sure you come well-prepared and can confidently speak to your ability to consistently execute 50+ outbound calls per day. I would also recommend highlighting a structured sales system you’ve successfully used and be prepared to walk through it in detail—from territory mapping and prospect research to outbound outreach, meeting generation, pipeline management, and follow-up cadence. The more you can demonstrate a repeatable, process-driven approach to generating results, the stronger your candidacy will be. Additionally, have specific metrics and success stories ready that showcase how your system has translated into meetings, opportunities, and revenue.