Senior Sales Development Representative (Sr. SDR) at OffDeal

About this role

Sr. Sales Development Representative (Sr. SDR) at OffDeal

(A Y-Combinator backed Series A AI startup in the Finance industry)

We're working with a fast-growing YC-backed AI startup in New York City at the intersection of technology and investment banking. This opportunity allows you to join and be part of an early team, in a massive market, with a front-row seat.

Sr. SDR Compensation Details

On Target Earnings: $130,000 + Bonus

Salary Range: $80,000

Commission: $50,000

Compensation Structure: Paid for (1) Completed Conversations and (2) Qualified Opportunities

Closed-Won Bonus: We work with business owners doing $10M–$100M+ in revenue and when those deals close, you get paid. A percentage of every closed-won deal is paid out as a bonus to the Sr. SDR, which can add $50,000–$100,000+ in additional annual compensation.

Other

Benefits

→ Equinox gym membership

→ Unlimited PTO + free meals

→ Full medical, dental, vision

→ 401k match

→ NYC relocation assistance

Job Location: This is an in-person role based in our New York City office, 5 days per week in office.

Office Location: Near W 14th St & 10th Ave (Meatpacking District), New York City, NY 10014

Why Join as a Sr. SDR?

• Join as a sub-20 employee and founding member of our GTM team at a fast-growing AI startup that just raised a $12M Series A.
• Very high earning potential and long-term career growth.
• Hands-on onboarding in your first 2 weeks, daily coaching, and ongoing skill development to make you an elite cold caller.
• Best-in-class tools, systems, lists, and methodology — set up for you to succeed from day one.

Function Overview

This Sr. SDR will be the intersection of marketing and sales. The SDR will help drive top-of-funnel activity and play a crucial role in turning contacts into opportunities.

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 strategies.
• Maintain clean CRM hygiene: Log activities and track lead progress to support team visibility and performance insights
• Grow into second-call ownership: As you gain traction, take occasional follow-up calls, a natural ramp toward a Junior Account Executive (Jr. 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 2+ years
• 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

• Lives in commutable distance to New York City, and 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: (MOVES FAST)
• Apply and submit the additional content as outlined in the section below.
• 10 minute intro phone call to align on your background and role specifics.
• Live Calling Session: A 2 hour live cold calling interview. You will actually experience the program firsthand.
• Final interviews with executive team + final offer.
• Bonus Tip to Get Our Attention!
• Send us a cold call recording or two of you crushing it on a real cold call to our hiring team: tina@outboundoperators.recruitee.com AND apply@outboundoperators.recruitee.com
• We are an equal‑opportunity employer. We value applicants of every background, identity, and ability.