Part-Time Sales Development Representative (SDR) – Contract

Company: Trench Legal

Location: Remote (United States)

Compensation: $30/hour

Schedule: 2–4 hours per day, Monday–Friday (10–20 hours/week)

Employment Type: Independent Contractor (1099)

Trench Legal is a legal technology startup helping personal injury law firms streamline medical records retrieval using AI and automation. Our technology helps law firms obtain medical records faster and at a lower cost than traditional retrieval services.

We're looking for an experienced, self-motivated part-time Sales Development Representative (SDR) to help us generate qualified meetings with law firms.

• Make outbound cold calls to law firms using prospect lists provided by Trench Legal.
• Speak with attorneys, office managers, and other decision-makers.
• Introduce our medical records retrieval service and identify potential interest.
• Qualify prospects and schedule meetings for our founder.
• Track call outcomes, prospect feedback, and follow-up activities in our CRM.
• Provide brief daily updates on calls made, conversations, and meetings booked.

This is a calling-focused role. Prospect lists and target contacts will be provided. You will not be responsible for sourcing leads or building prospect lists.

• Prior experience in B2B cold calling, appointment setting, or sales development.
• Strong verbal communication skills and a professional phone presence.
• Comfortable making a high volume of outbound calls.
• Ability to handle objections and navigate gatekeepers.
• Organized, reliable, and able to work independently.
• Based in the United States and available during U.S. business hours.
• Experience selling to law firms or professional services businesses is a plus, but not required.
  

• $30/hour, paid for hours worked.
• Flexible part-time schedule of 2–4 hours per weekday.
• Fully remote opportunity.
• Prospect lists and sales messaging provided.
• Direct collaboration with the founder.
• Opportunity for an ongoing engagement based on performance.
  

Please submit your resume along with a brief description of your cold-calling experience.

In your application, please include:

1. How many years of B2B cold-calling experience you have.
2. What industries you've called into.
3. Your typical daily outbound call volume.
4. Your availability during U.S. business hours.

• We're looking for someone who is comfortable picking up the phone, engaging decision-makers, and consistently booking qualified meetings.