Customer Account Executive expanding and renewing accounts for Tailscale's secure networking software. Managing upsell pipelines, customer adoption, forecasting, and executive relationships in Vancouver.
About the role
- Account Executive selling Loopio’s SaaS proposal-management platform to SMB clients. Prospecting, demonstrating, negotiating, and closing new business from Toronto’s hybrid hub.
Responsibilities
- Drive net new business and close sales opportunities to grow Loopio
- Identify, prospect, and qualify new sales opportunities through cold and warm leads
- Run online demos of the Loopio platform for prospective clients
- Develop and position business cases with clients and negotiate sales proposals
- Manage prospect relationships through closed-won business
- Collaborate with internal stakeholders for effective Customer Success handovers
- Follow up on current opportunities and revive inactive opportunities through multiple communication channels
- Work with the Product team to evolve the Loopio Platform based on market and customer developments
- Sell Loopio’s B2B SaaS platform to Sales, Security, and Proposal Management teams
Requirements
- 1–2 years of experience in a B2B full-cycle sales role
- B2B SaaS sales experience and strategic thinking
- SaaS industry knowledge preferred
- Growth mindset and willingness to adapt quickly
- Ability to prospect and develop new business through cold calls, emails, and social outreach
- Ability to deliver quality software demos
- Ability to lead discovery conversations and articulate Loopio’s value
- Consultative-led sales engagement approach with multiple stakeholders
- Experience leveraging AI and automation in day-to-day work
- Must reside in the Greater Toronto Area
- Must be able to access the Downtown Toronto coworking space for occasional monthly Sales Team gatherings
- Valid Canadian work permit / SIN required; Loopio does not offer sponsorship
Benefits
- Professional mastery allowance for learning and development
- AI-forward workplace encouraging experimentation and innovative thinking
- Structured sales onboarding during the ramp period
- Health and wellness benefits starting day one
- MacBook laptop
- Monthly phone and internet subsidy
- Work-from-home budget
- Supportive remote-first culture with connection opportunities
- Townhalls, AMA sessions, and quarterly celebrations
- Four active Employee Resource Groups
- Award-winning workplace
- Flexible co-working locations in Ontario and British Columbia
- Ongoing manager feedback and regular 1-on-1s
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