Senior Sales Development Representative (Sr. SDR) at Investment Bank x AI Startup (Series A)

Sr. Sales Development Representative (Sr. SDR) at a Y-Combinator backed, A.I. startup (Series A)

Note: after you apply, we’ll email you with the company name.

We're working with a fast-growing, Series A, A.I. startup in New York 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.

On Target Earnings: $120,000 + Closed Won Bonus

Salary Range: $70,000 - 80,000

Commission: $40,000 - $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 $100,000–$200,000+ in additional annual compensation.

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

:

→ Equinox gym membership

→ Unlimited PTO + free meals

→ Full medical, dental, vision

→ 401k match

→ NYC relocation assistance

Why Join as a Sr. SDR?

• Be a founding salesperson as part of our sub-20 employee org.

• Very high earning potential and long-term career growth.

• You will get a hands-on onboarding in your first 2-3 weeks.

• Your tools, systems, list, and methodology are best-in-class and set up for you to succeed.

• You will get daily coaching and ongoing skill development regularly.

• You will be equipped to become an elite cold caller in the top 1%.

• We’re a fast-paced, post Series A startup with early success and bold ambitions (just raised $12M Series A)

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.

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 3+ 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: (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.

1) 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 apply@outboundoperators.recruitee.com

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.

• 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.