Full Time
$600-$900/month
TBD
Feb 8, 2026
We are a growing painting and home improvement company based in Chicago looking for a skilled Lead Generator / Outreach Specialist to help us consistently book painting leads and estimate appointments.
You will play a key role in helping us scale by finding, qualifying, and reaching out to potential clients across multiple platforms.
Your Responsibilities:
You will be responsible for:
1. Lead Generation
• Find potential painting leads in the Chicago area
• Use platforms such as:
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• Instagram
• Thumbtack (support role, not purchasing leads)
• Google Business profiles
• Local community pages
• Online directories
• Research homeowners, landlords, property managers, and real estate agents who may need painting services
2. Cold Outreach (Messaging & Comments)
• Send personalized messages to potential clients
• Comment on relevant
• Reach out to real estate agents and property managers
• Follow our approved messaging templates (we will provide these)
3. Lead Tracking
• Log all leads in a Google Sheet
• Track:
• Name
• Contact info
• Platform source
• Type of project
• Status (messaged, responded, booked, etc.)
4. Appointment Setting
• Pre-qualify leads by asking basic questions:
• Location in Chicago
• Scope of painting (walls, ceilings, doors, etc.)
• Timeline
• Pass qualified leads to our team to book estimates
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What We Are Looking For
Required Skills:
• Strong written English (VERY IMPORTANT)
• Experience with lead generation or cold outreach
• Comfortable using
• Reliable internet connection
• Detail-oriented and organized
Preferred (But Not Required):
• Experience in home services (painting, construction, cleaning, etc.)
• Experience with real estate outreach
• Experience booking appointments
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Work Schedule
• 20 hours per week to start (with potential to increase)
• Flexible hours, but must be consistent daily work
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Pay
• $5–$7 per hour (based on experience)
• Performance bonuses for booked jobs
To apply, please:
1. Send a short voice note introducing yourself (30–60 seconds) on WhatsApp at
2. Explain:
• Your past lead generation experience
• What platforms you’ve used
• Why you’d be a good fit for our team
3. Attach a sample of previous outreach messages (if available)
Reach out on WhatsApp at