Sales Development Representative (Canada) - FreeWill

About FreeWill

FreeWill is an award-winning, social-good startup that has partnered with 2,400+ nonprofits who support our mission while generating $15B in gift commitments for nonprofits since we were founded in 2017. Our products make it easier for donors to give and for nonprofits doing heroic work across the globe to diversify fundraising across individual and institutional giving.

About the Role

As a Sales Development Representative (SDR), you will be staffed on either our outbound team or our inbound team.

• Outbound SDR: Responsible for generating and qualifying leads to support the sales team in achieving revenue targets through prospecting, lead generation, and initiating contact with potential FreeWill partners.
• Inbound SDR: Responsible for responding quickly to and stewarding marketing leads, identifying qualified opportunities, and passing them on to account executives.

This role requires working during general business hours, typically 9am-5pm EST or 7am-3pm PST. Candidates must have valid work authorization in Canada, as visa sponsorship is unavailable.

Responsibilities

• Strategic Prospecting (Outbound): Build nonprofit prospect lists from an assigned account territory based on ideal customer profiles and initiate contact via 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.
• Lead Generation & Qualification: Initiate contact with prospects to educate them on FreeWill's mission, build high-intent interest, and identify partnership opportunities.
• Qualification & Handoff: Qualify leads and schedule discovery meetings for account executives, ensuring a seamless handover.
• CRM Excellence: Maintain accurate, up-to-date records of all interactions and prospect details in the CRM.
• Objection Handling: Articulate solutions and successfully navigate prospect objections.
• Collaborative Strategy: Partner closely with account executives to align on target accounts and optimize the sales cycle.
• Quota Attainment: Meet or exceed targets for lead generation.

Qualifications

• Ability to work independently and consistently achieve or exceed goals
• Excellent verbal and written communication skills with strong rapport-building capabilities
• Strong organizational and time management skills with sharp attention to detail
• Experience with, or eagerness to learn, sales tools such as Outreach, Salesforce, and Clay
• Ability to thrive in a fast-paced, dynamic environment
• Collaborative mindset and strong team orientation
• Previous experience in sales, lead generation, or customer-facing roles is advantageous, but those with a passion for sales and a desire to learn are encouraged to apply

Hiring Process

1. Recruiter Phone Screen (30 minutes)
2. Take-home assignment (30–45 minutes)
3. Mock Call and Q&A (30 minutes)
4. Final interviews with 2 FreeWill team members (two 30-minute sessions)
5. Offer (contingent on positive reference checks)

Compensation & Benefits

• Base Salary: CAD $61,000
• Variable Compensation: CAD $15,000 (Target OTE: CAD $76,000)
• Health, dental, vision, critical illness, disability, and life insurance through Sun Life
• Flexible Paid Time Off policy and flexible hours
• Paid parental leave for all parents
• CAD $800 annual professional development reimbursement
• CAD $300 annual work-from-home reimbursement
• CAD $250 monthly co-working and home wifi reimbursement
• CAD $1,000 employee referral bonuses
• Company Claude AI account access