Senior Enterprise Account Executive
CanadaRemote
AI Summary
Senior Enterprise Account Executive at Cyara, responsible for selling AI-powered customer experience assurance solutions to Fortune 500-1000 companies, managing a complex consultative sales cycle, and hitting quota in a high-growth SaaS environment.
About this role
As the global leader in AI-powered customer experience assurance, we help some of the world's most recognized brands deliver seamless, reliable, and engaging interactions across voice, digital, messaging, and AI-powered channels. Every year, our platform helps optimize hundreds of millions of customer journeys, ensuring businesses can confidently deliver exceptional experiences at scale.
As enterprises race to deploy agentic AI, the defining question is no longer whether AI can handle customer interactions, it’s whether those interactions can be trusted. Cyara is the confidence layer that answers that question, testing AI agents with AI agents to detect hallucinations, validate decisions, and ensure compliance before failures ever reach your customers.
Joining Cyara means helping shape the future of customer experience, partnering with some of the world’s biggest brands, and working alongside passionate, talented people who are committed to making every customer interaction better.
You're a fit for our Sr. Enterprise Account Executive role if you've blown away sales goals at a previous role, and are looking for an entrepreneurial sales environment. Ideally, you are a creative problem solver, looking to quickly digest Cyara’s product suite, and help build a world class organization. Experience in the B2C CCaaS space is a BIG bonus. You must be comfortable navigating complex and consultative sales processes (Fortune 500-1000 companies), handling deal sizes averaging $150K-$1M. This is an opportunity to have an immediate impact: Come build with us!
Let's talk about the role and responsibilities:
Let’s talk about your skills/expertise:
8+ years of proven SaaS sales experience.
Strongly preferred: Candidates with experience in UCaaS, CCaaS, or adjacent industries such as telecommunications, customer experience platforms, or contact center technologies.
Professional demeanor with a positive attitude, focusing on problem-solving and "How can I" rather than dwelling on challenges.
Demonstrated experience in consultative selling, solution-based selling, and complex sales cycles.
Experience selling at the "C" level.
Collaboration with colleagues globally, proactively contributing to the success of both your immediate team and the larger organization.
Efficiently manage your time and calendar to ensure the completion of essential tasks and responsibilities.
Solid technical acumen in order to add value to customer discussions and translate product strengths into business benefits.
Strategic thinker with a results-oriented mindset and a passion for driving customer success and satisfaction.
Self-motivated and proactive with a sense of urgency and a commitment to excellence.
Excellent communication, presentation, and negotiation skills, with the ability to influence and persuade at all levels of an organization.
Proficient in CRM tools, ie. Hubspot, Salesforce or other.
Skills
B2C SalesCCaaSC-level SellingCompetitive AnalysisComplex Sales CyclesConsultative SellingCRMDeal ManagementForecastingHubspotNegotiationOutbound ProspectingPipeline ManagementSalesforceSolution-based SellingStrategic Account PlanningTerritory PlanningUCaaS
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- Market overviewState of tech hiring, September 2026: up 4.8%Tech hiring rose 4.8% month over month in September 2026, with 411,122 new listings. Customer support and account executive roles led the growth.
