Senior Enterprise Account Executive |Canada or US|

  • Category: Accountant Jobs
  • Location: Toronto, Ontario
  • Job Type: Full Time / Part Time
  • Salary: Estimated: $ 21K to 25K
  • Published on: 2025/09/21

Wisedocs is on a mission to make it easy and accessible for any company in the insurance, legal and medical space to understand medical documents quickly using AI (Artificial Intelligence). Every week, we process hundreds of thousands of pages of documents, saving our customers hours and hours of manual processing time, and helping them process medical claims much more quickly.

We are searching for our first Senior Enterprise Account Executive. The ideal candidate has experience selling a SaaS Product and a deep understanding of sales methodologies. Wisedocs has a significant inbound pipeline, so this role is not just about hunting, its about understanding how to work and close significant enterprise deals.

In this role, you will be focused on our Strategic Enterprise segment, supporting customers through our Enterprise Sales Cycle. You are comfortable managing multiple stakeholders, understand all aspects of an Enterprise Cycle from multi-threading to security and compliance, and you have a proven track record of closing 6-7 figure deals.

You have experience running an outbound and inbound cycle simultaneously, and are able to manage your time to keep your pipeline healthy and growing. You are driven, and are able to work self-directed and at a fast pace. While this role is an individual contributor role, you are seen in your organization as a leader, and have the tenacity, experience and wisdom to coach your peers.

Ontario based candidates: The position is a hybrid model with 20% travel within Canada and the US

US or Remote Canada based candidates: the role is remote with 20% travel within Canada and the US

What you'll be doing
• Running a full lifecycle of an opportunity, from sourcing all the way through to close.
• Running discovery call, demos, and negotiation calls.
• Building a pipeline of opportunities and researching, engaging and qualifying prospective customers through calling, emailing, networking, social media and in person
• Collaborate closely with our Customer Success organization to ensure a smooth hand off from sales to onboarding for our clients
• Work cross functionally with teams including product and operations to provide consistent client and market feedback to the organization.
• Travel nationally and to the US to attend Conferences and other events
• Other duties as assigned

You're a great candidate if
• 5+ years experience in an Enterprise Sales Role
• You understand MEDDICC or another best in class sales methodology that you carry through with you
• You are extremely competent and confident in your abilities
• You are hitting quota. We are only looking for a top performer
• Previous experience in the Insurance or Legal industries
• Experience or understanding of Sales Tools including Hubspot
• Comfortable attending events and travelling nationally
• Very personable and comfortable striking up a conversation (including cold calling), and building relationships
• A go-getter and self-starter attitude
• High level of professionalism
• Excellent verbal and written communication skills
• Strong organization and time management skills

What we offer
• Modern employee benefits, including health and dental coverage
• Competitive compensation, with valuable stock options, as we’re still a young company growing very quickly.
• An opportunity to develop very rapidly in your career. We can offer you a super-immersive learning environment, and you thrive there you will have the opportunity to rapidly develop this opportunity into senior practitioner or management opportunities as you choose.
• Access to a learning and professional development fund to help you level up your career while you’re working with us. We hope to be an incredible step up for your career if you decide to come and work with us.
• Company events
• Generous Paid Time Off
• Paid Sick Days
• Employee Referral Bonus
• Tuition Assistance
• Employee Referral Program
• Plus many other Recognition Programs!

Join our team and be part of a company committed to making a positive impact on the InsurTech and HealthTech industries.
• Wisedocs AI is an equal opportunity employer and are committed to providing employment accommodation in accordance with AODA. If you require an accommodation, please notify us and we will work with you to meet your needs.


Company Name: Wisedocs AI

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