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About the Role
Rightsline is seeking a highly motivated, experienced Sr. Enterprise Account Executive to drive new business acquisition within enterprise accounts across our target verticals in North America. Reporting to the Chief Revenue Officer, you will own the full sales cycle, from prospecting to close, and partner closely with Sales Engineering, Product, Marketing, and Customer Success. This role is central to Rightsline's growth in the enterprise market. You will bring new customers onto a mission-critical platform trusted by global innovators like Disney, Amazon, Spotify, and the NFL, showing how our solutions support content rights, royalties management, and other workflows for IP-centric companies. Deals are strategic, multi-year, and involve senior executive buyers. Success is measured by consistent quota attainment, a healthy pipeline of qualified opportunities, and accurate forecasting.
Responsibilities
- Own the full sales cycle from prospecting to close within Fortune 500 and enterprise accounts, selling high-value, complex solutions that require in-depth business and technical understanding.
- Create, qualify, and close new business by demonstrating how Rightsline supports content rights, royalties management, and other intellectual property workflows.
- Consistently build and maintain a robust pipeline of qualified opportunities to ensure sustained quota achievement.
- Develop and execute comprehensive account strategies to penetrate, qualify, and close new business opportunities, engaging C-level and key executive stakeholders.
- Apply a rigorous sales methodology, such as MEDDICC or Challenger, to keep deals well-qualified, maintain deal momentum, and forecast accurately.
- Work cross-functionally with Sales Engineering, Product, Marketing, and Customer Success to ensure a seamless customer experience and successful solution implementation.
- Stay current on industry trends, the competitive landscape, and customer needs to position Rightsline as a strategic business partner.
Requirements
- 5+ years of documented, consistent quota attainment in a full-cycle B2B SaaS sales role, selling into large enterprise accounts.
- Proven experience carrying an annual sales quota of at least $1M and managing deals with an average order value (AOV) of $250K or higher.
- Demonstrated success selling complex, multi-year contracts and solutions (SaaS, enterprise software, or equivalent) involving multiple stakeholders and long sales cycles (6–12+ months).
- Exceptional communication, presentation, and negotiation skills, with a track record of building trusted relationships with VP, SVP, and C-suite executives.
- Hands-on experience with MEDDICC, Challenger, or a similar enterprise sales methodology.
- Experience selling into media and entertainment or other IP-driven industries; familiarity with rights, royalties, or licensing is a plus.
- Based in the Toronto area.
Skills
- SaaS sales
- Enterprise software sales
- Full-cycle sales
- B2B sales
- Sales methodology (MEDDICC, Challenger)
- Account strategy
- Pipeline management
- Forecasting
- Communication
- Presentation
- Negotiation
- Relationship building
- Media and entertainment industry sales
- Rights and royalties management
- Licensing
Location
- Toronto, ON, Canada
Work Type
- Hybrid
Experience Level
- Senior
- 5+ years
Education Level
- Bachelor's degree or equivalent practical experience
About the Company
- Since 2012, Rightsline has been making work easier for rights and royalties professionals with our innovative rights and royalties management software, allowing our customers to maximize their portfolios without having to max out their daily to-do-lists.
- Our fully integrated and configurable platform provides customers with comprehensive access to all their rights and royalties, across all markets and platforms, instantly. Departments can communicate, collaborate, and cohesively take action without worrying about mistakes; and in-app reports and timely alerts ensure our customers never miss an opportunity to do more.
- At Rightsline, we look for these qualities in every hire, and we hold ourselves to them every day.
- BE CURIOUS AND SMART
- EMBRACE CHANGE
- SHOW UP
- GET IT DONE
- BE HUMBLE
Equal Opportunity
- Rightsline is an equal opportunity workplace. All candidates will be afforded equal opportunity through the recruiting process. We do not discriminate against any employee or applicant for employment because of race, color, sex, age, national origin, religion, sexual orientation, disability, gender identity and/or expression. We are dedicated to growing a diverse team of highly talented individuals and creating an inclusive environment where everyone feels empowered to bring their authentic selves to work.
- If you are contacted for an interview and require accommodation during the interviewing process, please let us know.