Senior Sales Development Representative (Sr. SDR) at FirmPilot

Senior Sales Development Representative (Sr. SDR) at FirmPilot

About FirmPilot () FirmPilot 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. FirmPilot 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 (1) Completed Conversations and (2) Qualified Opportunities

Additional Bonuses : Ongoing monthly performance incentives ($500+ per month)

Job Location: This is an 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.

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

2. 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.

3. Book meetings : Turn initial contact into scheduled intro calls.

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

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

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

7. 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.

Apply Now!

If you are ready to have your sales career take off, we encourage you to apply.

Our Interview Process: (WE MOVE VERY FAST)

1) Apply and submit the additional content as outlined in the section below.

2) 10 minute intro phone call to align on your background and role specifics.

3) Live Calling Session: A 3 hour live cold calling interview. You will actually experience the program firsthand.

4) Final interviews with executive team + final offer.

Bonus Tip to Get Our Attention!

1) Send us a cold call recording or two of you crushing it on a real cold call to our hiring team: [email protected] AND [email protected]

Additional Information about our process and what we’re looking for can be found in these videos:

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

• 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.