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Core Competencies
Role fitCore Competencies
Use this summary to align your resume positioning with the role.
Demonstrates expertise in prospecting and closing sales, with a strong ability to build customer trust and manage the sales cycle effectively. Proficient in utilizing tools like Gong and Salesforce to organize activities and forecast sales.
Highest-signal resume keywords
Prospecting ExperienceSales Cycle ManagementExcellent Communication SkillsTechnical BackgroundExperience With Senior Technical Buyers
ATS Keywords
Tailor your resumeApplicant Tracking System Keywords
Tip: use these terms in your resume and cover letter to boost ATS matches.
Hard Skills
Sales Playbook DevelopmentLead SourcingSales ForecastingMarket AnalysisCustomer Trend Analysis
Soft Skills
Proactive ApproachTrust BuildingPresentation Skills
Tools & Technologies
GongSalesforce
Industry Keywords
In-Person SalesCustomer SuccessB2B SalesTechnical SalesHybrid Work
About the role
Key responsibilities & impact- Win new business by reaching prospective customers, educating them about Tailscale's services, and helping them succeed
- Receive inbound leads via round robin
- Prospect and source approximately one-third of the sales pipeline
- Own the sales cycle from prospecting through purchase
- Build customer trust throughout the sales process
- Analyze market landscapes and customer trends to inform sales campaigns
- Travel to or organize local events and attend large industry events
- Evangelize Tailscale to prospective customers
- Support customers across all time zones
- Manage and organize activities, pipeline, and forecast in Gong and Salesforce
- Build the sales playbook for startup sales
Requirements
What you’ll need- 2+ years of prospecting or closing experience in a door-to-door or in-person sales role
- Ambition to build, not just follow, a sales playbook
- Technical background or curiosity in technology
- Excellent communication and presentation skills
- Proactive approach from lead to close
- Experience self-sourcing opportunities and guiding customers from discovery through closed-won deals
- Experience working with senior technical buyers, including VP Engineering, CTO, Head of Platform, and CISO
- Based in Toronto
- Must work hybrid, 3 days per week in-office
Benefits
Comp & perks- Equity incentive plan
- Variable commission for quota-based roles
- Comprehensive health, vision, and dental benefits with no waiting period
- Flexible work environment and flexible paid time off
- Remote-first company environment
- Corporate co-working program
- Employer-funded retirement contributions matching employee contributions dollar-for-dollar, up to 0.75% of eligible compensation annually
- Annual company retreat and team off-sites
- $1,500 USD annually for professional development
- Mentorship, coaching, and internal promotion opportunities
- Company-owned laptop (Mac or PC)
- Monthly home internet reimbursement
- $500 USD home office workstation customization budget
- Paid parental leave top-ups: 20 weeks for birthing parents and 16 weeks for non-birthing parents
- Accessible and inclusive hiring process with accommodations available