Sales Development Representative (Hospitality Staffing)

The Wilkinson Firm • Nashville, TN

15d • Remote

About The Position

The Wilkinson Firm (TWF) is an enterprise workforce strategy and solutions company with two divisions: Hospitality Staffing and HR Advisory. This role is within the Hospitality Staffing division, which is in its early stages (0-to-1 mode). The successful candidate will be the first Sales Development Representative (SDR) and will be responsible for building the outbound sales motion alongside the founder. This position offers significant long-term potential, including equity and recurring revenue share, with the possibility of becoming a partner in the division.

Requirements

• 6 months to 3 years in B2B outbound sales (services or hospitality staffing preferred).
• Experience in a startup or early-stage environment, or a strong desire to work in one.
• Comfortable being the first person in a functional role and building systems.
• Proficiency in logging every touch in a CRM.
• Self-directed and able to work independently.
• Must be able to work Eastern Time work hours.
• HubSpot, Apollo, or Sales Navigator fluency.

Nice To Haves

• Prior experience selling into hotel F&B, banquet, or catering verticals.
• Existing relationships with regional chambers, NCRLA, GHLA, AAHOA.
• Experience building an outbound motion from scratch at a prior startup.

Responsibilities

• Build the outbound playbook for hospitality property accounts.
• Run 40-60 personally-signed cold emails per business day into hotel GMs, Directors of F&B, Banquet Directors, and Catering Directors.
• Send 30-50 LinkedIn Sales Navigator connection requests per week.
• Place 10-20 warm-then-cold dials per day to people who opened or accepted emails.
• Qualify replies and book Discovery Calls on the founder's calendar.
• Log all activities in HubSpot.
• Iterate copy weekly and document what works to contribute to the SDR playbook.

Benefits

• Earned Equity Ladder: Tier 2 (1-3% equity) at month 6, Tier 3 (3-8% equity) by month 18, Tier 4 (8-15% equity) by month 36.
• Recurring revenue share: 1-5% of net profit on staffing revenue from sourced accounts.
• Modest base salary ($1,500 to $2,500/month) introduced at month 4.
• Commission: 10% of first-year contract value on sourced accounts.
• Bonus stack: $250 per qualified Discovery Call that converts to a proposal, $1,000 per signed account.
• Remote work environment.
• Async-friendly inside core hours (9am-1pm ET overlap minimum).
• 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