Sales Development Representative (HR Advisory)

The Wilkinson FirmAtlanta, GA
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.
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