Sales Development Representative (HR Advisory)

The Wilkinson Firm • Charlotte, NC

5d • Remote

About The Position

The Wilkinson Firm (TWF) is seeking a Sales Development Representative (SDR) for its HR Advisory division, focusing on behavioral health and HHS clients. This is a critical role to build and expand the outbound sales motion, aiming to achieve $1.2M in Year 1 Annual Recurring Revenue (ARR). The SDR will be the first on the outbound team and has the potential for significant long-term equity and partnership within the division. This role is ideal for someone who thrives in an early-stage, relationship-driven environment and is comfortable selling to clinical executives. The HR Advisory engagements are high-value, offering faster commission compounding. The compensation structure includes a modest base salary (introduced after initial performance), a 10% commission on first-year contract value, and bonus opportunities for qualified calls and signed engagements. Equity is a significant component, with a path to true partner-level ownership through the TWF Earned Equity Ladder.

Requirements

• 6 months to 3 years in B2B outbound sales (HR consulting, healthcare services, or PEO sales preferred).
• Comfortable selling to mission-driven clinical executives who screen out vendor-feeling outreach.
• Familiarity with behavioral health, IDD, or HHS sector, or willingness to learn the vertical quickly.
• Experience in a startup or early-stage environment, or a desire to work in one.
• Logs every touch in CRM.
• Self-directed.
• Works within Eastern Time work hours.

Nice To Haves

• Prior experience at a behavioral health provider, IDD organization, or HHS-focused consultancy.
• Existing relationships with NABH, ABHW, or state-level behavioral health associations.
• SHRM credential or HR sector fluency.
• HubSpot, Apollo, or Sales Navigator fluency.

Responsibilities

• Build the outbound playbook for behavioral health and HHS practice clients.
• Run 30-50 personally-signed cold emails per business day into Executive Directors, Practice Owners, Clinical Directors, CHROs, and CFOs.
• Send 25-40 LinkedIn Sales Navigator connection requests per week with one-line personalized opens.
• Place 8-15 warm-then-cold dials per day to people who opened or accepted emails.
• Lead with The Workup as the wedge offer in outreach.
• Qualify replies and book Discovery Calls on the founder's calendar.
• Log all activities in HubSpot.
• Iterate copy weekly and document what works to build the SDR playbook.

Benefits

• Modest base salary ($1,500 to $2,500/month) introduced at month 4.
• 10% commission of first-year contract value on every signed HR Advisory engagement sourced.
• $250 bonus per qualified Discovery Call that converts to a proposal.
• $2,500 bonus per signed HR Advisory engagement.
• $1,000 bonus per completed Workup.
• Equity through the TWF Earned Equity Ladder (Tier 2: 1-3% at month 6, Tier 3: 3-8% by month 18, Tier 4: 8-15% by month 36).
• Weekly 1:1 with founder during ramp.
• Tech stack provided: HubSpot, Apollo, LinkedIn Sales Navigator, Slack.

What This Job Offers

• Job Type: Full-time
• Career Level: Entry Level
• Education Level: No Education Listed