raisin Software - 6 Jobs
Toronto, ON
Job Details:
We are looking for a competitive, strategic, and mission-driven Account Executive (AE) with proven mid-market and/or enterprise sales experience to help us expand our impact.
What You Will Do
- Own the full sales cycle: prospect, qualify, run discovery, deliver demos, negotiate, and close
- Build and manage your own pipeline in addition to working inbound leads
- Lead complex, multi-threaded sales processes including executive alignment, internal champion development, and cross-functional consensus-building
- Navigate sophisticated, multi-stakeholder decision-making environments within nonprofits
- Defend value and pricing through strong business case development and value-based selling
- Maintain disciplined CRM hygiene and accurate forecasting
- Collaborate closely with marketing, product, and BDR teams to refine messaging and campaign execution
- Consistently achieve and exceed monthly new logo targets
Who You Are
- Full-cycle seller: 2+ years of experience independently running complex sales cycles from outreach through negotiation and close with mid-market and/or enterprise buyers
- Strategic closer: Skilled at negotiation, value-based selling, pricing defense, and driving executive-level consensus
- Hunter mentality: Self-sufficient in building pipeline, not reliant solely on inbound leads
- Politically astute: Comfortable navigating internal dynamics, surfacing approval risks early, and strengthening internal champions
- Scrappy and adaptable: Thrive in a lean team where ownership matters more than rigid playbooks
- Takes full ownership of results and responsibilities while contributing to a collaborative, transparent, and feedback-driven team culture
- Mission-aligned: Energized by supporting nonprofits through innovative fundraising technology
What You Will Bring
- Minimum 2+ years of experience as a full-cycle Account Executive selling to mid-market and/or enterprise organizations (this is not an entry-level AE role)
- Demonstrated track record of consistently exceeding quota in complex, metrics-driven sales environments
- Strong business acumen and comfort selling ROI, operational efficiency, and strategic impact
- Coachable, data-driven approach to improving win rates and refining sales execution
- Comfort handling both outbound prospecting and inbound opportunities
Why Join Us?
- Competitive base salary with performance-based increases
- Product and industry onboarding to help you ramp quickly and drive impact
- Advancement opportunities across the organization
- Inclusive, fun, and purpose-driven culture
- raisin operates as a remote-first organization; however, this sales role requires regular in-person collaboration 1 to 2 days per week in our Junction-area office. Candidates must be based within commuting distance of the GTA.