Sales Development Representative

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Free Will is an award‑winning, social‑good startup that has partnered with 2,400+ nonprofits, generating $12B in gift commitments since 2017. We’ve been featured in the New York Times, Forbes, Oprah’s magazine, and our co‑CEOs have been named to Town & Country’s “Top 50 Philanthropists” list. Our mission is to make powerful ways to donate easier and more accessible, benefiting donors and nonprofits alike.

In the last 8 years, we’ve grown from 5 people to over 200 and continue to grow. We were named a Most Loved Workplace by Newsweek and Best Practice Institute, and in 2025, one of Forbes’ Best Startup Employers and the 2025 Most Loved Workplaces® for Diversity.

Full‑time

About The Role
As a Sales Development Representative (SDR), you will be part of either our outbound or inbound team. Outbound SDRs generate and qualify leads to support sales revenue targets. Inbound SDRs respond quickly to marketing leads and steward them through the sales process. The role requires excellent communication skills, strong work ethic, and the ability to thrive in a fast‑paced, target‑driven environment.

This role will require working during general business hours, typically 9‑5 pm EST or 7‑3 pm PST.

Compensation is transparent: base pay of CAN $61,000 with potential commission up to CAN $15,000 for a total OTE of CAN $76,000. Candidates must have work authorization in Canada; visas will not be sponsored.

(Use the "Apply for this Job" box below). Do not contact recruiters or employees by email or phone.

• Strategic Prospecting (Outbound):
  Build custom nonprofit prospect lists from an assigned territory and initiate contact through 60+ phone calls per day.
• High‑Velocity Response (Inbound):
  Act as the first point of contact for marketing‑generated leads and respond with a strict “Speed‑to‑Lead” response time to maximize conversion.
• Lead Generation &
  
  Qualification:
  
  Initiate contact with non‑profit prospects to educate them on the Free Will mission, generate high‑intent interest, and identify partnership opportunities.
• Qualification & Handoff:
  Qualify leads and schedule discovery meetings for the sales team, ensuring a smooth handover of information.
• CRM Excellence:
  Maintain accurate and up‑to‑date records of all interactions and prospect information in the CRM system.
• Objection Handling:
  Articulate products and solutions with prospective partners to manage and overcome objections.
• Collaborative Strategy:
  Work closely with account executives to align on target accounts and optimize the sales process.
• Quota Attainment:
  Meet or exceed assigned targets for lead generation.

• Ability to work independently and consistently exceed goals.
• Excellent verbal and written communication skills with the ability to engage, persuade, and build rapport.
• 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.
• Collaborative mindset and willingness to engage closely with the sales team and potential partners.
• Previous experience in sales, lead generation, or customer‑facing roles is advantageous but not mandatory.

• Recruiter Phone Screen (30 minutes)
• Assignment (1 hour)
• Presentation and Q&A (30 minutes)
• Final interviews with 2 Free Will team members (2 separate 30‑minute interviews)
• Offer (contingent on positive references)

• Work from home
• PTO
• Flexible hours
• Competitive salary
• Paid parental leave for all parents

• Regular virtual team events
• CAN $250 monthly coworking budget usable for local co‑working spaces
• CAN $300 annual budget for home office or utility bills
• CAN $1,000 referral bonus for growing the Free Will community
• CAN $1,000 annual professional development budget

Free Will is an equal opportunity employer and we value diversity. We are committed to finding talent that is not determined on the basis of race, religion, color, national origin, gender, sexual orientation, age, marital status, veteran status, disability status, or any other characteristic protected by law.

We are a remote‑first company with employees in the US, Brazil, Mexico, Pakistan, and Canada. If you do not meet every single qualification, we still encourage you to apply. Our inclusive, diverse, equitable, and accessible workplace welcomes all if you’re excited about this role.