Sales Development Representative, Retail
About The Position
Instawork is seeking a Sales Development Representative with a proven track record to join their rapidly growing team. This role reports directly to the GM of Instawork Retail and is a critical member of the sales team, responsible for driving top-of-the-funnel lead generation for Instawork’s retail team. The position requires prior sales development or business development experience and is results-driven, demanding consistent achievement of a monthly quota for qualified opportunities. The ideal candidate has a hunter mindset, is energized by outbound sales, possesses genuine curiosity about AI tools and a track record of using them to work smarter, and has experience building or managing automated outbound workflows. They should be comfortable with high call volumes (50+ dials a day), have strong written and verbal communication skills, be proficient in Salesforce, and be able to qualify leads quickly and hand them off cleanly.
Requirements
- Prior sales development or business development experience
- Hunter mindset — energized by outbound sales
- 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 – don't shy away from 50+ dials a day
- Strong written and verbal communication; ability to personalize at scale without sounding robotic
- Salesforce proficiency or ability to get up to speed fast
- Ability to qualify quickly and hand off cleanly
Responsibilities
- 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
Benefits
- 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
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What This Job Offers
Job Type
Full-time
Career Level
Entry Level
Education Level
No Education Listed
