Elevate your career with Tailscale as a Sales Manager focused on the Commercial segment in Toronto. Lead a growing team, drive sales strategy, and enhance customer connections for a secure Internet experience. As Tailscale's first sales leader in our recent Toronto hub, you'll guide the expansion sales team for the Commercial segment, focused on clients with fewer than 750 employees.

Your role will require expertise in sales management within the B2B SaaS space, emphasizing high velocity and larger contract opportunities. You will build a repeatable sales process while enhancing the customer experience by leveraging your team's strengths. Key Responsibilities:

- Become an expert on Tailscale's applications for clients
- Lead the team in prospecting and role plays




- Establish best practices for sales strategies
- Coach team members using performance data
- Collaborate with marketing and product teams to drive sales

Requirements:

- 1+ years of sales management experience in B2B SaaS
- Strong communication and customer-focused mindset
- Proven ability to manage multiple tasks
- Willingness to travel quarterly for events
- Hybrid role based in Toronto, 3 days/week in-office

Drive sales growth and customer excellence at Tailscale as you lead a dedicated team in Toronto.

📌 Sales Manager for Commercial Segment (Toronto)
🏢 WinsAbove
📍 Toronto