Enterprise Account Executive

Canada External Job Ad

Team: Cytora Sales North AmericaSalary Range: Exceeds CAD $200,000 per yearLocation: Remote (Canada, ideally Ontario)

Opportunity for Impact

Applied is where insurance technology gets reinvented, and we build it fast. Our cloud software and AI-powered solutions reach thousands of agencies and brokers worldwide, setting the pace for what modern insurance can do.

We’re looking for an Enterprise Account Executive to join our Cytora Sales North America team and lead strategic sales pursuits with leading carriers and MGAs in Canada, selling our AI-powered Risk Digitization Platform and driving new logo wins and account growth.

What You’ll Do

• Own the full sales cycle with large carrier and MGA prospects and existing strategic clients in Canada, closing new logos and expanding accounts with our connectivity, data solutions and AI-powered Risk Digitization Platform
• Build strategic account plans that map key stakeholders, initiatives and potential roadblocks, helping compress sales cycles and move purchase decisions forward
• Develop trusted relationships with department leaders and C-level executives, using a consultative approach to retain and grow business, negotiate, and resolve escalated issues
• Share customer needs, market feedback, competitive insights and industry trends with product and marketing teams to help shape our roadmap and go-to-market activity
• Forecast accurately each month to the Vice President, Insurers, and meet or exceed monthly, quarterly and annual sales goals using the Applied Solution Selling methodology
• Represent us at industry events while continuing to deepen your knowledge of our products and their application in the insurance industry

What We’re Looking For

• 10+ years of successful consultative or solution-based sales experience, with a proven track record of quota over-achievement
• 5+ years of insurance industry experience (or equivalent) and 5+ years selling software solutions to large corporations
• Excellent demonstration, presentation, negotiation and conflict resolution skills, with the ability to prioritize and manage multiple competing projects
• Proficiency with Salesforce or another CRM, and with Microsoft Word, Excel, Outlook and PowerPoint
• A bachelor’s degree or equivalent work experience, and residence in Ontario, Canada; this role is hybrid/remote

Bonus points if you also have:

• Expertise in Salesforce
• Expertise with Slack

Talent shows up in a lot of different ways, and we mean that. We welcome candidates from all backgrounds and experience levels, including military members and their spouses and those without a traditional degree or tech background. If this role speaks to you, apply.

Why You’ll Like Working on Team AppliedThe best work happens when smart people move fast, together. For over 40+ years, Applied has built technology that solves real problems for insurance professionals - and we’re still pushing what’s possible.

You’ll be part of our people-first culture built on trust, inclusion, and growth - where you’re supported to deliver, collaborate with teammates who care, and grow with leaders invested in your success.

How We’ll Support You

We invest in the whole person, not just the role. Our benefits and resources are built to support your health, your time, and your life outside of work:

• Medical, Dental, and Vision Coverage
• Holiday and Vacation Time
• Health & Wellness Days
• A Bonus Day for Your Birthday

Compensation Transparency

Our targeted starting total cash compensation in Canada for this position exceeds CAD $200,000 per year and includes base salary and on-target performance-based variable commissions. Actual earnings are uncapped, and many team members exceed on-target amounts by surpassing their sales goals. We consider depth and breadth of experience, skills, and responsibilities when determining starting pay.

Your Security Matters Our candidates’ personal information and online safety are top of mind. Applied communicates with candidates only via a secure @appliedsystems.com email address or through our official careers portal. Recruiters will never request payments or ask for financial account or sensitive personal information like Social Security numbers.

Background Checks

Employment is contingent upon successful completion of applicable pre-employment background checks and verification processes.

AI Utilization

We leverage AI tools to streamline parts of our recruitment workflow (such as resume parsing and interview scheduling). However, final decisions are always conducted by real humans.

EEO Statement

Applied Systems is proud to be an Equal Employment Opportunity Employer. Diversity and Inclusion is a business imperative and is a part of building our brand and reputation. At Applied, we don’t discriminate, and we are committed to recruit, develop, retain, and promote regardless of race, religion, color, national origin, sexual orientation, gender identity, disability, age, veteran status, and other protected status as required by applicable law.

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