Wisedocs AI

Manage full enterprise sales cycle including prospecting, demos, negotiation, pipeline building, and collaboration with cross-functional teams. | 10+ years enterprise SaaS sales experience, proven track record closing 6-7 figure deals, experience selling InsurTech solutions, trained in sales methodologies, and ability to manage outbound and inbound sales cycles. | 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.

Lead technical implementation and configuration of solutions, provide customer support and training, collaborate cross-functionally, and maintain documentation and process improvements. | Requires 2+ years of technical implementation experience with strong API knowledge, proficiency in Python or JavaScript, excellent communication skills, and familiarity with cloud platforms and project management tools. | Wisedocs is on a mission to make it easy and accessible for companies in the insurance, legal, and medical sectors to quickly understand medical documents using AI. Every week, we process millions of pages of medical records, saving our customers countless hours of manual effort and helping them streamline medical claim processing. Technical Implementation Specialist Join Wisedocs as a Technical Implementation Specialist where you will be at the heart of bringing the Wisedocs solution to life for our customers. This isn’t just a behind-the-scenes role—it’s high visibility and high impact, where you’ll turn customer requirements into seamless, scalable solutions that drive real business outcomes. You’ll roll up your sleeves with API integrations, solution configuration, troubleshooting, and workflow optimization—making sure every implementation not only works but works brilliantly. We’re looking for someone who loves solving problems, can explain complex ideas in clear, engaging ways, and is just as comfortable talking to a customer as they are diving into technical details. If you thrive in fast-moving environments, get excited about AI innovation, and want a front-row seat in shaping the growth of a startup, this role is built for you. You’ll collaborate across teams, make your mark on how we deliver solutions, and have the opportunity to grow your career alongside the company’s success. Where you’ll be contributing: Technical Implementation & Configuration • Lead configuration, deployment, and troubleshooting in collaboration with customers, project managers, and internal teams. • Deliver tailored integrations and workflow optimizations that drive customer efficiency. Customer Support & Collaboration • Act as the primary technical contact during implementations, providing expert guidance and resolving issues. • Train customers and end-users to maximize adoption and value. • Partner with Customer Success, Sales, Product, Engineering, and Operations to align on goals and timelines. Documentation & Process Improvement • Maintain clear documentation of configurations, integrations, and customizations. • Shape best practices and scalable workflows, driving continuous process improvement. • Track and analyze implementation metrics to inform future projects. You are a great fit if you have the following: • Bachelor’s degree in Computer Science, IT, Engineering, or related field (asset). • 2+ years in technical implementation, API integration, or similar role. • Strong knowledge of APIs (REST, SOAP) and proficiency in languages such as Python or JavaScript. • Excellent problem-solving, communication, and collaboration skills. • Experience with cloud platforms (AWS, Azure, GCP) and project management tools (Jira, ClickUp) a plus. • Familiarity with EHR, Insurance Tech, Legal Tech, or Claims Documentation an asset. What We Offer: • A hybrid work model if you reside in Canada and a remote work model if you reside in the USA. • 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 in your career if you decide to come and work with us. • Company events • Generous Paid Time Off • Paid Sick Days • Casual Dress code • Employee Referral Bonus • Tuition Assistance • Plus, many other Recognition Programs! Recruitment Journey at Wisedocs We're excited to meet you and explore the possibilities together! At Wisedocs, honesty is one of our core values. Our Recruitment process is transparent to ensure you are set up for success: • Round 1 – People & Culture Chat: 20–30 min conversation about your background, goals, and the role. • Round 2 – Interview with Hiring Manager: Deep dive into your experience and problem-solving approach. • Round 3 – Skills & Assessment Review: Discussion with one of our Implementation Team Members on your take-home assessment. The goal is to assess your discovery, problem solving and customer communication skills. • Round 4 – Leadership Conversation: Meet our COO to learn about their vision and your impact. • 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.