I applied online. I interviewed at Tailscale (Vancouver, BC) in Dec 2025
Interview
1. First was the meeting with the recruiter, discussing the position details
2. Meeting with the sales manager, discussing your knowledge on the company, how your past experience can fit the role and what this represents in regard to your work ethic.
3. SDR assignment, how you approach the goal and work towards an objective
4. Meeting with the upper leadership
Everyone was very prompt in their responses and direct in any feedback.
I applied online. I interviewed at Tailscale in Feb 2024
Interview
I met with them and did the email / prospecting assignment. Never heard back again. They told me my background seemed like a great fit for the candidate profile. They were supposed to get me a time for the following week but I they never got back to me.
Interview questions [1]
Question 1
Why Tailscale?
Was your previous experience inbound or outbound?