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[Remote] Sales Development Representative (Canada)

Remote, USA Full-time Posted 2026-03-23

Note: The job is a remote job and is open to candidates in USA. FreeWill is an award-winning social-good startup that has partnered with over 2,400 nonprofits, generating significant gift commitments for charitable causes. The Sales Development Representative (SDR) will focus on generating and qualifying leads to support the sales team, playing a key role in the sales process by identifying qualified opportunities and managing marketing leads.


Responsibilities

  • Strategic Prospecting (Outbound): Build your own non-profit prospect lists from an assigned account territory (i.e. universities, animal shelters, environmental based organizations, etc.) based on our ideal customer profiles and initiate contact through phone calls (60+ per day)
  • High-Velocity Response (Inbound): Act as the first point of contact for marketing-generated leads and product inquiries, maintaining a strict “Speed-to-Lead” response time to maximize conversion
  • Lead Generation & Qualification: Initiate contact with non-profit prospects to educate them on the FreeWill mission, generate high-intent interest, and identify new partnership opportunities
  • Qualification & Handoff: Qualify leads and schedule discovery meetings for the sales team with interested prospects, ensuring a smooth handover of information
  • CRM Excellence: Maintain accurate and up-to-date records of all interactions and prospect information in the customer relationship management (CRM) system
  • Objection Handling: Clearly articulate products and solutions with prospective partners to successfully manage and overcome objections
  • Collaborative Strategy: Collaborate closely with account executives to align on target accounts and optimize the sales process
  • Quota Attainment: Meet or exceed assigned targets for lead generation

Skills

  • Ability to work independently and consistently achieve or exceed goals
  • Excellent verbal and written communication skills with the ability to engage, persuade, and build rapport with prospects
  • Strong organizational and time management skills to handle multiple priorities with attention to detail
  • Some experience with, or strong willingness to learn, sales databases and tools (such as Outreach, Salesforce, and Clay)
  • Ability to thrive in a fast-paced, dynamic environment and adapt quickly to changing priorities and ever-growing sales team
  • Collaborative mindset with a willingness to work closely with the sales team members & consistently engage with potential partners
  • Previous experience in sales, lead generation, or customer-facing roles is advantageous but not mandatory. Those with a passion for sales and a strong desire to learn are also encouraged to apply

Benefits

  • Work from home
  • PTO
  • Flexible hours
  • Competitive salary
  • Paid parental leave for all parents
  • Regular (virtual) team events
  • CAN$250 monthly coworking budget which can be used for local co-working spaces
  • CAN$300 annual budget to outfit your home office or cover utility bills
  • CAN$1,000 referral bonuses for growing our FreeWill community
  • CAN$1,000 annual professional development budget

Company Overview

  • FreeWill offers philanthropy and estate planning tools for donors and fundraisers to donate simpler. It was founded in 2016, and is headquartered in New York, New York, USA, with a workforce of 51-200 employees. Its website is https://www.freewill.com.

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