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Versafile
Remote Senior Sales Executive, AI & Content SolutionsVersafile • Winnipeg, Manitoba
Remote Senior Sales Executive, AI & Content Solutions

Remote Senior Sales Executive, AI & Content Solutions

Versafile • Winnipeg, Manitoba
30+ days ago
Job type
  • Full-time
  • Permanent
  • Remote
Job description

Senior Sales Executive, AI & Content Solutions



What if you could help shape the future of how organizations manage and leverage their content in the age of AI?



At VersaFile Consulting Group, we’re reimagining the role of content in intelligent automation. As AI reinvigorates content management technologies, the need for effective content lifecycle strategies has never been more critical to realizing the full value of AI.




We’re seeking an experienced, consultative
Senior Sales Executive to expand our Content and AI Solutions business. This role is ideal for someone who thrives in solution-based selling, understands the content management landscape (particularly Box, SharePoint, and Blob Storage).




You’ll engage directly with clients and partners to help organizations modernize their content ecosystems — bridging traditional content management systems with emerging AI-driven automation capabilities.




Why This Role Matters


Content is the foundation of enterprise AI. From managing documents in Box and SharePoint, to connecting workflows with Blob Storage, our clients depend on us to unlock new value from their content. You’ll be instrumental in driving this transformation by helping clients navigate the intersection of content, process, and intelligence.




What You'll Do:



  • Own the full sales cycle from lead generation to close, developing a strong pipeline of new business opportunities across Canada and the U.S.

  • Represent VersaFile’s portfolio of AI-powered Content and Automation Solutions, with an emphasis on Box, SharePoint, and Blob Storage.

  • Position VersaFile as a trusted advisor in modern content management — helping clients transition to intelligent, AI-enabled content ecosystems.

  • Lead consultative sales engagements with senior decision-makers, identifying business challenges and designing value-driven solutions.

  • Collaborate with internal technical experts to design and propose tailored solutions that align with client goals.

  • Build strategic partnerships with vendors and technology partners to expand business reach

  • Maintain detailed records of pipeline, activities, and client communications using CRM systems.

  • Travel occasionally within North America (up to 25%).



Required Qualifications:



  • 5+ years of experience in B2B software sales in Content Management or Automation.

  • Proven experience selling or partnering with Box (required).

  • Strong familiarity with SharePoint and Blob Storage solutions.

  • Track record of meeting or exceeding sales quotas through consultative, solution-based selling.

  • Exceptional communication and presentation skills — able to articulate complex technical value propositions in business terms.

  • Entrepreneurial mindset: self-starter who thrives in dynamic, growing organizations.



Nice to Haves:



  • Familiarity with Filenet, OpenText, or Laserfiche.

  • Experience selling AI or automation technologies (e.g., Intelligent Document Processing, Process Automation, or Low-Code Platforms).

  • Industry experience in Financial Services, Insurance, Energy, or Retail.



What We Offer



  • A high-impact role in a rapidly growing company redefining the future of intelligent content.

  • A modern, collaborative, and inclusive team culture.

  • Flexible remote work environment.

  • Opportunities for professional growth and leadership.

  • Competitive compensation including base salary, commission, and comprehensive benefits.




Location: Our head office is in Vancouver, but this is a remote work from home role, with the ability to work anywhere in Canada


Type: Full-Time Permanent Employee




Salary:



  • Base Salary range: CAD $120,000 - 150,000 per year

  • OTE: $170,000 - $200,000

  • We will base the salary on the candidate's skills, experience and organizational fit.




To Apply:



  • Please submit your Cover Letter and Resume.



VersaFile's core purpose is to deliver solutions for clients that make a difference. To make a difference, we need people from all walks of life. By the way, we genuinely care about people and it is embedded into who we are. For us, equity and inclusion are a natural part of our culture and purpose. No matter who you are, come join us and together lets make a difference!




We thank all applicants for their interest and we will contact you for an interview if you are short-listed as a candidate.

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Remote Senior Sales Executive, AI & Content Solutions • Winnipeg, Manitoba

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