The Role
Company
Idle Work (idlework.ai)
Location
Floral Park, NY / Hybrid
Type
Contract (1099), commission-based
Compensation
$300 per closed deal, uncapped
Earnings scale directly with closes. Commission is uncapped.
About Idle Work
Idle Work builds AI executive assistants for small business owners. Our agents handle scheduling, follow-ups, client communications, and research 24/7 through WhatsApp and Telegram, with no new app to learn. $250/month replaces a $55-75K/year human PA.
We're growing our sales team. You'll own outbound end to end: the pipeline, the outreach, the demos, and the closes.
The role comes with real ownership: your pipeline, your process, and uncapped upside.
What You'll Do
- Prospect: Work a pre-built pipeline of Long Island businesses and supplement with your own research. Target construction, real estate, home services, property management owners.
- Outreach: 30-50 personalized cold emails + 20-30 cold calls per day. Manage your own sequences and A/B test what works.
- Demo: Book and run demos showing the AI assistant in action, over video and in person at the client's business.
- Close: $250/month subscription with a 1-month free trial. You own the full cycle: prospect, book, demo, close, hand off to onboarding. A deal counts as closed when the client's first monthly payment goes through.
- Meet clients: This is a hybrid role. You'll be out meeting owners at their businesses across Long Island, not just behind a screen.
- Own the playbook: Document what works. What you learn shapes how the team sells.
Required
- 1-3 years of sales experience (SDR, BDR, outside sales, or high-volume outbound). Less is fine if you can prove your numbers.
- Comfortable making 50+ cold contacts per day and handling rejection without losing energy.
- Clear, concise writer. Your cold emails need to sound like a person, not a template.
- Based within reach of Long Island: on-site for training and a weekly Monday pipeline review in Floral Park, NY, and comfortable meeting clients in person.
- Hungry. Coachable. Competitive with yourself.
Preferred
- Experience selling to small business owners or in local/territory sales
- Familiarity with AI tools (ChatGPT, Claude, etc.) and curiosity about the space
- Experience with CRM tools and outbound platforms (Apollo, Hunter, LinkedIn Sales Nav)
- Background in construction, real estate, or trades
Compensation Details
| Structure | Contract (1099), commission-based |
| Commission | $300 per closed deal, uncapped |
| Payout | Paid in blocks of five: each completed block of 5 closed deals pays out $1,500 ($300 x 5) |
| Closed deal | A client whose first monthly subscription payment has processed after their trial |
| Target pace | ~8 closes/month |
Growth Path
Hit your targets and you lead the sales team as it grows.
30 / 60 / 90 Targets
Day 30
Ramp & Pipeline
- 100+ personalized emails/week
- 50+ calls/week
- 8-10 demos booked
- 2 trials started
Day 60
Early Closes
- 3-5 paying clients closed (cumulative)
- Pipeline covering next 30 days
Day 90
Full Ramp
- 6-8 paying clients (cumulative)
- 1 client referral obtained
- Documented outreach playbook