Senior Sales Development Representative; Sr. SDR at FirmPilot Job New York New York USA,Sales

Position: Senior Sales Development Representative (Sr. SDR) at FirmPilot
Location: New York

Senior Sales Development Representative (Sr. SDR) at Firm Pilot

Firm Pilot is an AI-driven legal marketing technology company that helps law firms grow their client base through automated, data-driven outreach solutions. We are rapidly scaling to meet the increasing demand for our platform. () Firm Pilot combines millions of legal data points with AI automations, so law firm runs faster, more targeted marketing to accelerate growth. We are seeking a highly skilled Senior SDR with B2B cold calling experience.

Sr.

SDR Compensation Details

On Target Earnings: $120,000
Salary Range: $75,000 - $80,000
Commission: $40,000 - $45,000
Compensation Structure: Paid for Completed Conversations and Qualified Opportunities
Additional Bonuses: Ongoing monthly performance incentives ($500+ per month)

Job Location

In-person role based in our New York City office, 5 days per week in office.

Office

Location:

260 Madison Avenue, New York, NY, 10016

Relocation Assistance is available!

Other Benefits

100% premium cost for employee: health, dental, and vision coverage
Discretionary paid time off
11 holidays observed, and 2 floating holidays
401K
Gym stipend (up to $200 per month)

Why Join as a Sr. SDR?

Be part of a high-growth, VC-backed startup transforming legal marketing with AI.
Competitive compensation with uncapped earning potential.
Hands-on onboarding in your first 2-3 weeks + ongoing daily coaching
Your tools, systems, list, and methodology set up for you to succeed.
Post Series A startup with early success and bold ambitions (just raised $27M Series A)

Core Responsibilities

This is a cold calling heavy role. Expect to spend 5-6 hours calling per day.

Cold Calling: you will have 25 - 40 live conversations per day on 165-180 dials per day

Completions & Activations: Completed conversations with target prospects to assess their timing and potential fit based on their role, industry, and use case. Activating leads that are ready-to-evaluate.

Book meetings: Turn initial contact into scheduled intro calls.

Follow up: Regularly follow up with “not now” contacts

Collaborate with growth and marketing: Share feedback from the field, test new messaging, and help optimize outreach strategies.

Maintain clean CRM hygiene: Log activities and track lead progress to support team visibility and performance insights (based on the training you will receive)

Grow into second-call ownership: As you gain traction, take occasional follow-up calls, a natural ramp toward a Junior Account Executive (AE) role is possible.

Key Skills

Cold calling
Situational awareness on a cold call
Excellent verbal communication (over the phone).
Loves to be coached, beginner mindset with pro-level skills
Ability to absorb product messaging and translate it into conversations.

Does this sound like you?

Cold calling confidence
Outbound cold calling experience of at least 1 year
Can pivot as needed with new messaging/targeting
Eager to improve and open to coaching
Outbound B2B Cold Calling: gets it, wants it, can do it.

Requirements

Willing to be in office 5 days a week
Bachelor’s degree, Associates degree, or at least two years of work experience
Will not require citizen sponsorship
Fits into our salary, commission and OTE range.

We are an equal‑opportunity employer. We value applicants of every background, identity, and ability.

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