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.

Requirements

2+ years of outbound cold calling experience.

Will work in office (New York City) 5 days per week

Will not require citizenship sponsorship.

Bachelor's degree, Associate's degree, or at least two years of work experience.

Fits into our salary, commission, and OTE range.