Simple AI
AI & Machine LearningDirect Ashby career site

Senior Sales Development Representative

Location
San Francisco, CA · On-site
Job type
Full-time
Level
Senior
Experience
2+ years
Listed
30 days ago

Skills & highlights for this role

  • outbound prospecting
  • cold calling
  • B2B sales

Also useful

  • HubSpot
  • Salesforce
  • Apollo
  • Outreach

Stated benefits & perks

  • Health
  • Dental
  • Vision
  • Free meals

The Team

The founders (Catheryn and Zach) met while running software teams at YC, where they shipped tons of new products for YC founders, including YC’s co-founder matching site. Cat previously worked at Instagram and Facebook and earned degrees in math and computer science at MIT. Zach previously studied computer science and statistics at U Chicago and led software at PEAK6. We have grown into a strong team of 20+ and are continuing to scale quickly.

About the Role

We are looking for a Senior SDR with 2+ years of SDR or BDR experience to help build the top of our sales funnel from the ground up. You will be responsible for researching target accounts, writing outbound messages, cold calling prospects, qualifying interest, and booking meetings for the sales team.

This is a hands-on, high-activity role for an experienced outbound seller. You will work closely with the GTM team to test messaging, learn which buyers respond, understand different verticals, and help create the early outbound playbook for Simple.

The best fit for this role is someone who is energetic, competitive, resilient, and excited to spend a lot of time on the phone. You should be comfortable with rejection, eager to improve quickly, and motivated by owning outbound pipeline and improving results at a fast-growing AI startup.

What We Offer

  • Competitive salary & meaningful equity
  • Employee-friendly equity terms
  • An office located in SF
  • Health, dental & vision insurance
  • Free lunch & dinner at the office
  • Late night Ubers
  • Regular team events & offsites

What You'll Need

  • 2+ years of experience in an SDR or BDR role, with hands-on outbound prospecting and cold calling.
  • Strong written and verbal communication skills.
  • A high level of energy, resilience, and comfort with rejection.
  • Ability to stay organized and thrive in a fast-paced, ambiguous environment.
  • Curiosity and genuine enthusiasm about AI and how businesses use it.
  • Self-motivated, with the ability to independently manage prospecting, follow-up, and meeting generation.

Nice to Have

  • Experience doing outbound at an early-stage startup.
  • Experience selling technical products or AI software.
  • Familiarity with tools like HubSpot, Salesforce, Apollo, or Outreach.

Additional information

IF YOU’RE EXCITED TO HELP BUILD THE FOUNDATION OF A HIGH-VELOCITY OUTBOUND MOTION AT AN EARLY-STAGE AI STARTUP, WE’D LOVE TO CHAT.

Please note: At this time, Simple AI is unable to provide employment visa sponsorship for this role. We appreciate your interest and understanding.

About Simple

Simple AI is building state-of-the-art voice AI agents for enterprise. Our realistic agents help iconic businesses like Doordash, xAI, and Omaha Steaks handle all kinds of phone operations, from customer support to order intake to lead qualification. We’re growing revenue like crazy and looking to hire a Senior Sales Development Representative (Senior SDR) to help accelerate outbound growth and open new markets. We are very excited about the potential for AI to change the world, and work out of our SF office.

Simple AI raised $14M from world-class investors and operators like Y Combinator, First Harmonic, Massive Tech Ventures, Michael Seibel, Jared Friedman, Alexandr Wang, Matt Van Horn, Suhail Doshi, and Scott Wu.

Read the original posting

From Simple AI's careers page, first listed on Rolev.ai on October 10, 2026. Rolev.ai is not the employer.

How Rolev.ai helps with this application

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Common questions

Where is the Senior Sales Development Representative job at Simple AI located?

This Senior Sales Development Representative position at Simple AI is located in San Francisco, CA (On-site). Always check Simple AI's application page for specific state eligibility or relocation policies.

What qualifications are required for Senior Sales Development Representative at Simple AI?

For the Senior Sales Development Representative role, Simple AI highlights 2+ years of relevant experience; experience with outbound prospecting, cold calling, B2B sales. Rolev.ai can score your existing resume against these requirements and show any skill gaps before you apply.

How do I apply for the Senior Sales Development Representative position at Simple AI?

This listing links directly to Simple AI's Ashby application page. You can apply directly on Simple AI's site, or use Rolev.ai to check your resume fit, generate a zero-hallucination tailored resume and cover letter for this posting, and autofill the Ashby application form in 1 click with the Rolev.ai Chrome extension. You always review the form and press Submit yourself.

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