FileCloud is looking for a passionate Enterprise Inside Sales Representative to own the full sales cycle, to join our remote team in Canada. Every opportunity is inbound. You’ll qualify and nurture current leads, run discovery and demos, manage deals through evaluation and close, and win expansion opportunities within existing customers. This role is remote and will require working remotely with other team members. About the Product & Company: FileCloud is a hyper-secure EFSS (enterprise file sync and share) platform that provides industry leading compliance, data governance, data leak protection, data retention and digital rights management capabilities. FileCloud is a leader in content governance and collaboration for unstructured data, trusted and used worldwide across Global 1000 enterprises, educational institutions, government organizations, and service providers. Customers can run FileCloud on-premises, in their own private or government cloud, or as SaaS, with built-in governance for frameworks such as CMMC, ITAR, HIPAA and NIST 800-171. In addition to its enterprise file sharing solution, FileCloud’s product portfolio also includes Signority (acquired in May 2024), a Canadian-based e-signature and document workflow platform. We are currently expanding our team as we grow and improve FileCloud. Key Job Duties: Respond to inbound leads (trials, demo and pricing requests, contact-sales forms) within one business hour, validate fit and quickly rule each lead in or out. Nurture not-yet-ready prospects with personalised follow-up until they're ready to buy.



Run discovery and tailored demos, qualifying on pricing, access to decision-makers, need and timing. Manage deals end to end: trials and proofs of concept, proposals, security reviews, procurement and negotiation, with support from Sales Engineers, Legal and partners. Own expansion opportunities within existing customers, whether surfaced by internal colleagues or arriving as inbound requests from customers. Keep the CRM accurate and deliver a reliable weekly forecast. Share market and competitive insight with Marketing and Product. Key Skills & Experience: 5+ years in B2B SaaS sales, including 3+ years in a quota-carrying, full-cycle role with a record of meeting or exceeding quota. Experience handling high volumes of inbound leads with fast response and disciplined qualification. A track record closing deals with multi-stakeholder buying groups, including IT and security. Comfort with technical topics such as SSO/Active Directory, encryption, cloud vs. on-premises deployment and file servers. Experience navigating security questionnaires, procurement and contract redlines. AI proficiency: use AI tools to research accounts and sharpen your responses to prospects, and to analyse your own calls, pipeline and performance when reviewing progress. Self-motivated and productive working fully remotely, with strong phone, video and written communication. Legal authorisation to work in Canada and not require employer sponsorship now or in the future. Nice to have Experience selling file sharing, content collaboration, content management or managed file

📌 Enterprise Inside Sales Representative (Canada) (Calgary)
🏢 Getfilecloud
📍 Calgary