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Vice President of Sales

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 Vice President of Sales to join our Executive Leadership Team. The ideal candidate has experience building and scaling Enterprise B2B SaaS organizations, managing a team of highly competent salespeople, and working cross functionally at the executive level.  

You are prepared to be a builder and you are comfortable working in a very fast paced organization where you will be building many processes from scratch. You lean in quickly and find ways to iterate and scale. You have a strong and deep understanding of what it means to be a Go to Market leader.  
 
In this role, you will own our Go to Market strategy, partnering directly with the founders to build out the next stage of growth for the business. As the VP of Sales, you will play a pivotal role in driving revenue growth, expanding our customer base, and establishing Wisedocs as a trusted partner in the insurtech landscape. 

The role is open for both Canada and US based candidates. This role is hybrid if based in Ontario, Canada.

Travel Requirement: > 10%

Key Responsibilities: 

  • Sales Strategy: Develop and implement a comprehensive sales strategy for selling our solution into claims organizations, law firms, and third party organizations that are aligned with the company's goals and objectives. 
  • Team Leadership: Build, lead, and motivate a high-performing sales team, providing guidance, coaching, and support to ensure they consistently meet and exceed targets. 
  • Market Expansion: Identify new business opportunities and target markets, working closely with the executive team to expand our customer base and increase market share. 
  • Executive Reporting: Collaborating with the C-suite weekly and providing updates, opportunities and risks to sales reports.  
  • Customer Relationships: Cultivate and maintain strong relationships with key stakeholders understanding their needs and challenges to tailor our solutions effectively. 
  • Revenue Growth: Drive revenue growth by closing significant deals, negotiating contracts, and managing the sales pipeline to achieve quarterly and annual sales targets. 
  • Product Knowledge: Stay up-to-date with insurtech solutions, competitor offerings, and industry trends to effectively communicate the value proposition to potential clients. 
  • Reporting and Analytics: Implement robust sales reporting and analytics to provide insights into performance, identify areas for improvement, and make data-driven decisions. 
  • Collaboration: Collaborate with cross-functional teams, including product development, marketing, and customer success, to ensure alignment and a seamless customer experience. 

Compliance: Ensure all sales activities are carried out in compliance with industry regulations and ethical standards.    

 

Ideal Candidate: 

  • 10+ years of progressive experience in customer-facing roles, with at least 5 years in leadership positions within Sales. 
  • Proven track record of success in B2B SaaS sales 
  • Strong network and relationships within the insurance sector. 
  • A proven track record of building and scaling Sales teams, and demonstrably improving key metrics  
  • Exceptional ability to lead, inspire, and mentor high-performing teams  
  • Excellent negotiation, communication, and presentation skills. 
  • Strategic thinker with the ability to develop and execute sales strategies. 
  • Analytical mindset with the ability to leverage data for decision-making. 
  • Entrepreneurial spirit and a passion for driving innovation in the insurance industry 
  • The ability to thrive in a fast-paced, dynamic environment   
  • Excellent communication skills to connect with all layers within the organization  
  • Extreme ownership: you find a problem; you bring the solution to the finish line. A proactive approach to identifying and solving customer challenges, with a willingness to experiment and implement new ideas.    

 

Flexible Work at Wisedocs 

We embraces a hybrid work approach, offering employees the flexibility to divide their time between a remote location and our vibrant downtown Toronto office. Generally, our teams are in office 2-3 times per week. We strive to create the perfect blend of in-person collaboration and individual flexibility, ensuring our team members thrive in a supportive and productive environment. 

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 
  • 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.

Average salary estimate

$150000 / YEARLY (est.)
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$120000K
$180000K

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What You Should Know About Vice President of Sales, Wisedocs AI

Are you ready to take your sales leadership skills to the next level? Wisedocs is searching for an exceptional Vice President of Sales to join our Executive Leadership Team! Our innovative company is on a mission to revolutionize the way medical documents are processed in the insurance, legal, and medical fields, using cutting-edge AI technology. As our VP of Sales, you will have the unique opportunity to build and execute our Go to Market strategy, working directly with the founders to spearhead the next phase of our growth. We’re looking for someone who thrives in a fast-paced environment and possesses substantial experience in building B2B SaaS organizations. Your role will include leading a high-performing sales team, identifying new business opportunities, and closing significant deals to drive revenue growth. Strong communication skills and the ability to cultivate relationships will be your keys to success as you partner with C-suite executives and collaborate with cross-functional teams. And let's not forget, this is a hybrid role with flexible working options if you're based in Ontario, Canada! Plus, we offer an array of modern benefits, including health and dental coverage, competitive compensation, stock options, and generous Paid Time Off. If you have a history of success in sales leadership roles, and you’re passionate about making an impact in the insurtech landscape, Wisedocs could be your next great adventure!

Frequently Asked Questions (FAQs) for Vice President of Sales Role at Wisedocs AI
What are the key responsibilities of a Vice President of Sales at Wisedocs?

As the Vice President of Sales at Wisedocs, you will be responsible for developing and implementing a comprehensive sales strategy that aligns with our goals, leading and motivating a high-performing sales team, identifying new business opportunities, and driving revenue growth. You'll work directly with the founders and the executive team to cultivate customer relationships and provide insight into sales performance through robust reporting and analytics.

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What qualifications should I have to apply for the Vice President of Sales position at Wisedocs?

To be a strong candidate for the Vice President of Sales role at Wisedocs, you should have at least 10 years of progressive experience in customer-facing roles, with a minimum of 5 years in sales leadership. A proven track record of success in B2B SaaS sales and strong relationships within the insurance sector are essential. You should also exhibit exceptional communication skills, a strategic mindset to execute sales strategies, and a passion for innovation.

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How does Wisedocs support the professional development of its Vice President of Sales?

Wisedocs is committed to the professional growth of its employees, including the Vice President of Sales. We offer access to a learning and development fund, enabling you to enhance your skills and advance your career. Our team environment encourages continuous learning, providing opportunities to thrive and elevate your career trajectory within the company.

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What is the working environment like for the Vice President of Sales at Wisedocs?

The working environment for the Vice President of Sales at Wisedocs is hybrid, offering flexibility for employees to work both remotely and from our downtown Toronto office. We believe in a supportive atmosphere that balances in-person collaboration with individual flexibility, allowing our employees to thrive and remain productive.

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What benefits does Wisedocs offer to the Vice President of Sales?

As a Vice President of Sales at Wisedocs, you'll enjoy modern employee benefits such as comprehensive health and dental coverage, competitive compensation with stock options, generous Paid Time Off, professional development opportunities, company events, and much more aimed at enhancing your work-life balance and professional satisfaction.

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Common Interview Questions for Vice President of Sales
What strategies would you implement as the Vice President of Sales at Wisedocs to drive growth?

In your response, discuss your experience in developing sales strategies that align with company objectives. Highlight your approach to identifying target markets and creating tailored strategies for them, as well as how you've successfully driven revenue growth in previous roles.

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Can you describe your leadership style when managing a sales team?

Discuss your leadership philosophy, focusing on how you motivate and inspire your team. Mention specific examples of how you've fostered a high-performance culture and provided guidance and support to your team members to ensure they meet and exceed their targets.

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How do you handle objections from potential clients during the sales process?

Provide examples of techniques you have used to handle objections effectively. Discuss the importance of active listening, empathy, and providing tailored solutions that address client concerns, ultimately building trust and improving your closing rate.

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What metrics do you consider when evaluating the performance of a sales team?

Talk about key performance indicators like revenue growth, conversion rates, sales cycle length, and customer retention rates. Explain how you utilize these metrics to identify areas for improvement and inform your sales strategy.

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Can you give an example of a significant deal you closed and the strategy you used?

Share a specific example of a complex deal, detailing your approach in terms of research, engagement with stakeholders, negotiation tactics, and how you ultimately brought the deal to closure. This showcases your experience and skills.

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What role does market analysis play in your sales strategy development?

Discuss how you conduct market analysis to identify trends, opportunities, and competitive advantages. Emphasize the importance of understanding the market landscape in shaping your sales strategies and targeting the right clientele.

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How do you keep your sales team motivated during challenging times?

Describe techniques you employ to maintain morale and motivation, such as regular check-ins, recognition of achievements, fostering open communication, and emphasizing the long-term vision that keeps the team focused even during difficult periods.

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How do you ensure alignment between the sales team and other departments such as marketing and product development?

Talk about the importance of cross-functional collaboration and how you facilitate communication between departments. Provide examples of how you’ve worked closely with marketing and product teams to ensure that feedback loops are established and that sales strategies are aligned with company objectives.

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What innovative approaches have you implemented in your previous roles to improve sales outcomes?

Share specific examples, such as adopting new technologies, creating unique sales processes, or exciting initiatives that drove results. Demonstrating your innovative mindset is key, especially in a rapidly evolving industry like InsurTech.

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How do you leverage data to make sales decisions?

Discuss the importance of data analytics in understanding customer behavior, performance trends, and market shifts. Highlight specific tools or methods you use to collect data, analyze patterns, and inform your sales strategies.

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Wisedocs offers a machine-learning SaaS platform for insurance, legal, and independent medical evaluation firms to review medical records with ease. Wisedocs was created to help the IME, diagnostics, medico-legal, and insurance industries organize...

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DATE POSTED
February 24, 2025

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