Enterprise Account Executive

Cumulative 10 years of proven full cycle sales experience, with at least 5 in Enterprise SaaS

Minimum 3+ years selling SaaS into Financial Institutions (banks, credit unions, or wealth management) at Enterprise scale, with a track record of new ARR from Tier 1–2 FIs

Experience selling into large buyer groups/many stakeholders

Genuine curiosity and thoughtfulness as you want to understand how this software achieves significant business impact

A track record of achieving annual revenue targets of $1M+ in new ARR with six figure+ ACV, multi-year SaaS deals in Enterprise accounts

Unquestioned ethics and clarity around doing the right thing for our customers, for your co-workers and for the company

Competitive Salaries - we pay fairly based on experience and expertise, not your ability to negotiate!

Virtual mental health and EAP platform

WealthSimple GRSP & Matching

Annual Wellness Benefit ($1000 per year)

Opportunity to work remote - anywhere in Canada!

We’re looking for an AE who actively explores emerging technologies—especially AI and LLMs—to drive smarter outreach and better outcomes. You have a solid understanding of how these tools work, a passion for continuous learning, and a track record of turning new ideas into real impact.

Our Investment in You:

Find your flow with Cabana Days. We offer flex-time and flex-days so you can recharge and be your best self. We empower our team to prioritize their well-being, knowing that a well-rested team is a productive one. While we offer this flexibility, our commitment to service excellence is unwavering. This benefit comes with a shared responsibility: our customers are our top priority. We ask that you remain available and responsive on flex-days, as needed, to ensure our customers' needs are always met promptly.

Ability to do your job in a supported, but flexible environment

Supported professional development, learning, & career opportunities - be supported in your growth journey!

Regular 1:1 coaching with your leader and regular connection to a passionate executive team