I applied through an employee referral. The process took 4 weeks. I interviewed at HubSpot (Boston, MA) in May 2025
Interview
I had 5 interviews. Each were 45 minute long interrogations.
I was asked back to back to back behavioral questions for over 4 hours total. I had no space to ask about them, the role, or the team, or do anything other than answer their questions.
I even did a role play displaying my skills.
All for them to turn me down because I didn’t have “quite enough experience compared to competitors”…. Tell me that at the beginning, not at the very last round.
So 5 interviews, 2 with recruiters, 1 role play, and 2 with managers all for them to say sorry your resume wasn’t good enough. Something they could have decided first round but instead they wasted nearly 5 hours of my life interrogating me and not to mention the time I spent prepping for all these rounds of interviews.
Terrible experience.
Interview questions [1]
Question 1
When was a time you failed and what did you learn from that failure?
Tell me about a time a deal stalled mid deal and what did you do to push it forward?
Ask chatGPT to help you prep cause every question they asked came from chatGPT… I know because I had prepped responses to each question.
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.