Senior Enterprise Account Executive

Cyara, Inc.; Canada; Hybrid; CAD 120,000 - 190,000; Full time

Job summary

Cyara, Inc. in Canada seeks a Sr. Enterprise Account Executive to drive multi-million dollar deals with Fortune 500-1000 buyers.

You will navigate complex, consultative sales cycles, develop territory plans, and demonstrate Cyara’s platform to address real business pain points. The ideal candidate has 8+ years in SaaS sales, UCaaS/CCaaS exposure, and a proven ability to close strategic deployments. You’ll collaborate with global teams, forecast with precision, and articulate Cyara’s competitive

Qualifications

• 8+ years of proven SaaS sales experience.
• Experience selling to C-level executives and large enterprises.
• Strong consultative and solution-based selling abilities.
• Able to manage long, complex sales cycles end-to-end.
• Cross-functional collaboration with global teams.

Responsibilities

• Hit your quota and develop a comprehensive plan for achieving assigned quotas.
• Possess experience selling into your region with ICP/buyer persona understanding.
• Act as trusted advisor, offering insights and solutions.
• Update planning tools for deal reviews and executive engagement.
• Forecast opportunities with 10% +/- accuracy by week 8.
• Address competitors' advantages and sell competitively.
• Execute campaigns and meet outbound targets with quality leads.
• Demonstrate Cyara value and negotiate favorable terms.
• Leverage discounts and promotions strategically.
• Close contracts and secure purchase orders.

Skills

SaaS sales

UCaaS/CCaaS experience

Executive-level engagement

Consultative selling

Complex sales cycles

Job description

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 helpsoptimizehundreds 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’swhether those interactions can be trusted. Cyara is the confidence layer that answers that question, testing AI agents with AI agents to detect hallucinations,validatedecisions, 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 get this one out the way immediately – hit your quota!
• Develop a comprehensive plan for achieving assigned quotas within a fiscal period, incorporating Territory Planning, Strategic Account Planning, and Close/Win Planning.
• Possess experience selling into your applicable region having understanding of the ICP and buyer personas within that region.
• Act as a trusted advisor to clients, offering insights, recommendations, and solutions that address their specific business challenges and objectives. Create demand!
• Regularly update and maintain planning tools to facilitate cross-functional discussions, deal reviews, and engagement with Executives.
• Recognize expectations and proactively address any obstacles that may hinder meeting those expectations, communicating with your manager as needed.
• Quickly become knowledgeable on the Company’s product with an ability to demonstrate it in alignment with a prospect’s pain points.
• Assess opportunities in the pipeline to derive accurate forecasts for a given time period, ensuring forecasts are within a 10% +/- margin at week 8 forecast.
• Address competitor advantages raised by buyers and successfully sell against competitors.
• Execute company campaigns, meet outbound call and email targets with high-quality leads that can be converted into opportunities.
• Possess a deep understanding of the value provided by Cyara solutions and services, emphasizing its competitive advantages.
• Recognize negotiation opportunities and effectively use trading and bargaining techniques with customers to achieve mutually beneficial outcomes.
• Appropriately leverage discounts and promotions as economic levers during negotiations.
• Demonstrate the ability to overcome obstacles and secure contract agreements and purchase orders.

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