FREE ACCESS
5,000–10,000 jobs/day

See all jobs on JobTailor
Search thousands of fresh jobs every day.
Discover
- Fresh listings
- Fast filters
- No subscription required
Create a free account and start exploring right away.
About the role
Key responsibilities & impact- Own the full enterprise sales cycle, from prospecting and discovery through evaluation, negotiation, and close.
- Build strong relationships with Talent, HR, Operations, and executive stakeholders to understand their hiring priorities, workflows, and business goals.
- Run compelling discovery calls, product demos, pilot discussions, business cases, and executive-level presentations.
- Partner closely with Customer Success, Product, Engineering, and Leadership to structure pilots, proposals, pricing, and implementation plans that drive customer success.
- Develop strategic account plans, manage complex deal cycles, and consistently drive pipeline creation, deal progression, and revenue growth.
Requirements
What you’ll need- Has 4+ years of B2B SaaS sales experience, ideally selling into enterprise, mid-market, HR, Talent Acquisition, recruiting, staffing, or workforce-related buyers.
- Has experience owning full-cycle sales, including outbound prospecting, discovery, demos, business case development, negotiation, and closing.
- Can sell consultatively to multiple stakeholders and uncover business pain around hiring speed, recruiter capacity, candidate quality, operational efficiency, and cost.
- Is comfortable running complex sales cycles with senior leaders, including Heads of Talent, CHROs, HR leaders, Operations leaders, and executives.
- Has strong commercial judgment and can manage forecasting, pipeline hygiene, next steps, mutual action plans, and deal strategy with discipline.
- Communicates clearly and confidently, both in writing and live conversations, and can make complex ideas feel simple and compelling.
- Is proactive, competitive, curious, and excited to help build the sales motion at a fast-growing AI startup.
Benefits
Comp & perks- Competitive salary + meaningful equity.
- Direct customer impact.
- Cutting-edge tech.
- High-growth environment.
- Health & wellness stipend.
- Annual international offsite.
- Team lunches & meetups in Toronto.
ATS Keywords
✓ Tailor your resumeApplicant Tracking System Keywords
Tip: use these terms in your resume and cover letter to boost ATS matches.
Hard Skills & Tools
B2B salesSaaS salesfull-cycle salesoutbound prospectingdiscoverydemosbusiness case developmentnegotiationclosingpipeline management
Soft Skills
relationship buildingconsultative sellingcommercial judgmentclear communicationproactivitycompetitivenesscuriositypresentation skillsstrategic thinkingproblem-solving
