Enterprise Account Executive

Sorry, this job was removed at 08:22 p.m. (CST) on Friday, Jan 02, 2026
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2 Locations
In-Office or Remote
Artificial Intelligence • Healthtech • Insurance • Software
We allow medical records and other data to be processed in real time, with advanced customizable machine learning output
The Role

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 next Enterprise Account Executive. The ideal candidate has experience selling to national carriers and law firms, experiencing building outbound pipeline, and a deep understanding of sales methodologies. 

In this role, you will be focused on our 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 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:

  • 10+ years experience in an Enterprise Sales Role selling SaaS solutions. 
  • Experience selling Insurtech solutions 
  • You’ve been trained and follow a sales methodology (Sandler, Challenger, etc...) 
  • You are technically competent and are comfortable running a product demonstration 
  • You have a consistent track record of achieving quota. We are only looking for a top performer  
  • Previous experience in the Insurance is desirable 
  • Experience or understanding of Sales Tools, including Hubspot, SalesLoft, Zoominfo etc...   
  • You have a successful track record owning the full sales cycling including prospecting to build your own pipeline, through opportunity development and closing. 
  • Comfortable attending events and travelling nationally   
  • Very personable and comfortable striking up a conversation (including cold calling), and building relationships  
  • A go-getter and an entrepreneurial spirit 
  • 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. 

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The Company
40 Employees
Year Founded: 2018

What We Do

We want to build a future where working with medical records efficiently is the standard
Our mission is to erase the headache of manual work to create a more positive experience for insurance companies, legal firms, healthcare providers, and their claimants.

Why Work With Us

Our perks are all about you: Making sure you have the career growth, support, and everything you need to succeed and feel fulfilled in your career.

1
Healthcare
100% company paid healthcare benefits. Benefits across health, dental, vision, and extended services plus sick days.
2
Vacation
Generous paid time off for all employees to ensure you can s

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