We have an immediate opening for a Sales Development Representative, with a proven track record of success to join our rapidly growing team. Reporting directly to the GM of Instawork Retail, this role serves as a critical member of the sales team and is responsible for driving top-of-the-funnel lead generation for Instawork’s retail team. This role requires prior sales development or business development experience. This is a results-driven position that requires you to consistently achieve a monthly quota of qualified opportunities.

Who You Are

• A hunter mindset — you're energized by outbound, not drained by it
• Genuine curiosity about AI tools and a track record of using them to work smarter
• Experience building or managing automated outbound workflows (Clay, Apollo, Outreach, or similar)
• High call volume comfort – you don't shy away from 50+ dials a day
• Strong written and verbal communication; you can personalize at scale without sounding robotic
• Salesforce proficiency or ability to get up to speed fast
• Ability to qualify quickly and hand off cleanly

What You’ll Do

• Make a high volume of cold calls daily — this is a hunting role, and the phone is your primary weapon
• Build, test, and iterate AI-powered outbound workflows (email sequences, call scripts, enrichment pipelines) using tools like Clay, Apollo, and AI writing assistants
• Own top-of-funnel lead generation for Instawork's retail vertical, from prospecting through qualified handoff
• Use AI tools to research accounts, personalize outreach at scale, and identify high-propensity targets before the first dial
• Pre-qualify prospects on business size, hiring volume, and seasonal workforce needs
• Partner with Account Executives to sharpen targeting strategies and prioritize accounts
• Maintain clean, real-time CRM hygiene in Salesforce — every call, every touch, every next step logged
• Consistently hit and exceed monthly quotas for qualified opportunities
• Articulate Instawork's value proposition crisply and confidently across cold calls, emails, and LinkedIn

For CA-Based Applicants:

• The base salary for this position is $70,304 with an OTE of $110K (uncapped sales incentive pay)
• This position is eligible for equity in the form of stock options
• This position is eligible for Instawork benefits, including:
  • A variety of medical, dental, and vision plans with coverage beginning on the date of hire
  • Flexible paid time off
  • At least 8 paid company holidays annually
  • Phone stipend
  • Commuter stipend
  • Supplemental pay on qualified leaves
  • Employee health savings accounts (HSA) contribution
  • Flexible spending plans
  • 401K plan
  • Perkspot - discount program through Lumity

A variety of factors are considered when determining someone’s compensation including a candidate’s professional background, experience, and location.  Final offer amounts may vary from the amounts listed above.

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