Senior Enterprise Account Executive selling Cyara’s AI - powered customer experience assurance platform. Driving SaaS sales, enterprise relationships, complex negotiations, and quota attainment across Canada.
About the role
- Enterprise Account Executive driving Fortune 500 sales for Voices, a professional voice talent and AI solutions platform. Closing complex contracts, expanding strategic markets, and advising executive buyers.
Responsibilities
- Achieve or exceed the annual seven-figure quota by closing net-new enterprise business
- Penetrate new strategic industry verticals through market research, executive outreach, and tailored value propositions
- Share enterprise sales best practices and refine sales playbooks
- Informally mentor developing Account Executives
- Build and maintain a robust pipeline through targeted outbound campaigns into Fortune 500 accounts
- Maintain forecast accuracy through CRM hygiene, deal qualification, and proactive risk mitigation
- Negotiate contracts, terms, pricing, and legal redlines with enterprise stakeholders and procurement teams
- Ensure smooth handoff to the account management team
- Acquire, nurture, and expand relationships with Fortune 500 companies and global brands
- Advise customers on voice and AI solutions
Requirements
- Proven track record in B2B enterprise SaaS, digital media, or marketplace sales
- History of consistently exceeding multi-million-dollar quotas
- Experience navigating complex, multi-stakeholder VP/C-Suite buying cycles
- Resilient, consultative, deeply curious, proactive, and value-driven approach
- Expertise in strategic sales methodologies such as MEDDPICC, Challenger, or Value Selling
- Highly advanced negotiation skills
- Highly advanced executive presentation skills
- Strong CRM management proficiency, such as Salesforce, for accurate forecasting
Benefits
- Base salary ranges from $80,000 – $100,000
- Realistic On-Target Earnings (OTE) of $160,000 – $200,000
- Dedicated professional development budget
- Premium online learning platforms
- Transparent career pathways
- Robust internal mobility
- Remote-led flexibility
- One in-office collaboration day per month at the London, Ontario HQ for Ontario-based employees
- Comprehensive health plans
- Dental plans
- Retirement plans
- Mindfulness tools
- Volunteer leave
- Generous paid time off
Job title
Job type
Experience level
Salary
Degree requirement
No Education Requirement
Location requirements
Report this job
Found something wrong with the page? Please let us know by submitting a report below.
Senior Account Executive growing sales for Microsoft Dynamics 365, Power Platform, Azure, and related cloud solutions. Managing strategic accounts and co - selling with Microsoft teams at Hitachi Solutions.
Account Director leading Scene+ Travel powered by Expedia and banking engagement. Driving bookings, partner growth, member spend, and cross - shopping across Canada’s loyalty ecosystem.
Media Account Executive driving new business for EnsembleIQ’s Canadian healthcare media and education platforms. Selling integrated campaigns, content, research programs, and sponsorships to health brands.
Sun Life’s graduate rotation develops Western Canada Account Executives for group benefits sales. Two rotations build underwriting, service, client relationship, and portfolio management expertise.
Sun Life group benefits rotational program preparing new graduates for Account Executive careers. Rotations cover underwriting and client service across Ontario locations.
Account Executive selling AlphaSense’s AI - powered market intelligence platform to new financial - services clients in Canada. Prospecting, demonstrating products, managing trials, forecasting pipeline, and closing enterprise sales.
Account Executive selling Zscaler’s cloud - native Zero Trust cybersecurity platform across Central Canada. Building executive relationships, developing account strategies, and closing new business.
Account Executive selling Push Operations’ HR, payroll, scheduling, and workforce management platform to Washington restaurants from Vancouver. Building cross - border territory pipeline and closing complex mid - market deals.
Account Executive selling Rebus’s real - time supply chain data platform across the United States and Canada. Building enterprise pipeline, managing SaaS sales cycles, and closing $200K+ warehouse, labor, and transportation solutions.