Founding Sales Development Representative (SDR)

$75k→$115k

About Thoughtly Thoughtly is building the voice-first AI GTM platform that helps revenue teams convert leads at the speed the internet actually moves. Our AI voice agents call new leads within seconds, qualify them in real time, and transfer the best opportunities to a human. This SDR role is for someone who's already proven they can book meetings and wants to do it at a company that's moving fast, with real ownership and a front-row seat to how the team is built. As an SDR, you will engage with potential prospects, set appointments for account executives, and support the sales effort through prospecting and lead generation. You'll be in our office in NYC, on the phone, finding leads, and measured on outcomes.

Our mission Most companies only follow up with their top ~10% of leads. The other 90% goes cold, not because they aren’t valuable, but because humans can’t keep up. Thoughtly changes that. Our AI agents get in touch with customers within seconds, qualify them in real time, and transfer the best opportunities to closers. It’s speed-to-lead, scaled to infinity. It’s a new advantage for revenue teams— and we’re already seeing it work wonders in the wild. Your job is to be the human edge on top of that machine. You’ll be the person who:

• takes transfers from our AI SDRs,

• gets prospects to pick up,

• creates urgency,

• qualifies fast,

• and gets them into an AE’s calendar (or transfers them live). Who you'll sell to Businesses where speed-to-lead makes or breaks revenue: mortgage and lending, insurance, real estate, education, home services, and senior living. Why "founding" You'll be one of the first SDRs at Thoughtly, so there's no finished playbook yet. You'll help build it: testing talk tracks, finding which lists and industries respond, writing down what works, and setting the standard for the SDRs who join after you. What you’ll do

• Make calls all day: inbound + outbound, immediate follow-up, relentless retries, clean notes, working with our AI agents in real time.

• Pitch AI voice agents with confidence: explain how they work, where they fit in a sales or support team, and answer the questions buyers ask about AI calling (call quality, compliance, cost).

• Qualify fast (use case, lead volume, systems like HubSpot, urgency, decision process).

• Book meetings that show and push for warm transfers when the moment is right.

• Run tight multi-touch outreach (call / email / LinkedIn) and keep the pipeline moving.

• Help build the playbook: test new angles, document what works, and share what you hear on calls (which lists, industries and contacts respond) so we keep sharpening who we target.

• Work closely with AEs to improve messaging, improve handoffs, and iterate weekly. How you're measured After a 60-day ramp, you own a target of 20 booked demos a month. Clear numbers, clear feedback, no guessing where you stand. What you bring

• 1–3 years of SDR or BDR experience with a track record of booking meetings.

• Comfort with high-volume calling and rejection, including a tough "no" from a senior buyer.

• High motor: you don't need motivation, you bring it.

• Self-directed: you can work without a finished playbook and figure out what works.

• You sharpen your own game: you review your calls and act on feedback without being chased.

• You know who you're calling and why before you dial.

• Sharp communicator: concise, confident, and human on the phone.

• You like the office. You want the energy, the pace, and the team around you. Big plus

• You've sold voice AI, conversational AI, or contact center software before, so you already understand the technology, the use cases, and how buyers think about it.

• You've sold into any of the industries above. Hiring process Four conversations: an interview with one of our sales leaders, a second interview with another member of the sales team, a role-play where you run a mock sales call, and a final interview with Torrey, our CEO. Salary & commission, OTE: $75k–$115k (uncapped) Benefits: health / dental / vision, PTO, and stock options.

Apply for the job Do you want to join our team as our new Sales Development Representative? Then we'd love to hear about you!