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Sales Development Representative — ShareGate

Remote / Online - Candidates ideally in
Toronto, Ontario, C6A, Canada
Listing for: ShareGate, Inc.
Remote/Work from Home position
Listed on 2026-08-17
Job specializations:
  • Sales
    B2B Sales, Inside Sales, Sales Development Rep/SDR
Salary/Wage Range or Industry Benchmark: 85000 - 90000 CAD Yearly CAD 85000.00 90000.00 YEAR
Job Description & How to Apply Below

About Share Gate

Share Gate is the leading Microsoft 365 migration and governance platform, trusted by over 100,000 IT pros for its unmatched simplicity.

It offers the simplest, most reliable, and most affordable way to move business data to Microsoft 365.

Whether migrating from Google Workspace, file shares, Exchange Online, SharePoint On-Premises, or tenant-to-tenant, Share Gate gets the job done, without surprises. From cloud transformation to M&A integration, it keeps things just damn simple.

Share Gate also helps organizations stay in control once their data is migrated. Its powerful governance features let users assess environments, uncover issues, and apply fixes on the spot, so everything stays clean, secure, and optimized. It lays the groundwork for safe Microsoft Copilot deployment within organizations.

Share Gate is developed by Workleap Technologies, a Montréal‑based software company.

Your role

You're the first voice prospects hear — and the first impression that sets the tone for every deal. As an inbound SDR at Share Gate, your job is to turn hand-raisers and signups into qualified conversations and hand them off to the AE team with everything they need to win. This role exists because we're growing, because we promote from within, and because we're looking for someone who wants to build a real B2B sales career with a team that actually invests in making them better.

Your

impact
  • Drive consistent, qualified pipeline for the AE team by converting inbound interest into SQL-ready opportunities — at a volume and quality that moves the needle on ARR;
  • Qualify every prospect with a consultative lens: understand their reality, challenge, and readiness before pushing forward, so every handoff lands with context, not just contact info;
  • Own your product knowledge across both Share Gate products (Protect and Migrate) and the IT personas we serve, so every conversation is grounded in real expertise rather than a generic pitch;
  • Embed AI tools into every part of your workflow — call prep, outreach, follow-ups, pipeline management — and treat them as a genuine performance accelerator, not a novelty;
  • Bring fresh ideas and new approaches to the team's process, especially around AI, contributing to a culture where everyone makes the whole team better.
Your team

You're joining a four-person inbound SDR team, all focused on Share Gate, feeding the AE org. That means the quality of what you pass downstream matters as much as the volume. The team is coached closely — Gong call reviews, roleplay sessions, custom AI tools, and a manager whose job is to help you grow. We move fast, share what's working, and hold each other to a high standard.

What

you'll bring
  • An active daily user of AI tools (Claude, ChatGPT, or equivalent) — not experimenting, actually using them to do better work, and ready to pick up new tools quickly;
  • Strong verbal communication in English — confident on the phone and on video, with a presence that creates a memorable first impression for the right reasons;
  • Experience in a sales or performance-driven role (SDR, BDR , inside sales) with a track record of hitting targets;
  • The ability to quickly learn complex products and understand the buyers who use them in a B2B context;
  • Pipeline discipline: you can prioritize, track, and advance multiple conversations in parallel without things slipping through;
  • Bonus: SaaS or tech background; familiarity with Gong, Linked In Sales Navigator, or Hub Spot; ability to communicate in French.
What the job comes with
  • Base salary: $55k - $60k. This range reflects our Canada-wide compensation scale. Final offers may be adjusted based on the candidate's region to align with local market conditions.
    • OTE : $85k - $90k
  • LTIP program, share in Workleap's long-term growth.
  • RRSP + Family health insurance + telemedicine + annual wellness budget.
  • Flexible vacation policy.
  • Remote work, with access to our Montreal office.
  • In-person gathering twice a year.
  • Claude access, for everyone.
What drives us

We build software that sits at the center of how people experience work, every day, at every level.

We move fast. Priorities shift, decisions get made with the information we have, and we iterate. If…

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