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Remote Model Booker Jobs in Chicago, IL (NOW HIRING)

Business Development Executive

Chicago, IL · Remote

  • Medical

  • Dental

  • Vision

  • Life

  • Retirement

  • PTO

Remote (U.S.) Reports to: Head of Business Development Type: Full-time or Contract-to-Hire Overview ... Success in This Role Looks Like * $1.5M+ in bookings in the first year, scaling to $3M+ annually ...

Be Seen First

... model rooted in innovation, process excellence, and relationship-based growth. As we expand our ... We handle everything else -- from load booking through the full shipper-to-carrier lifecycle, our ...

Remote Model Booker information

See Chicago, IL salary details

$10

$47

$146

How much do remote model booker jobs pay per hour?

As of Aug 18, 2026, the average hourly pay for remote model booker in Chicago, IL is $47.09, according to ZipRecruiter salary data. Most workers in this role earn between $15.34 and $74.28 per hour, depending on experience, location, and employer.

What are the most commonly searched types of Model Booker jobs in Chicago, IL?

The most popular types of Model Booker jobs in Chicago, IL are:

Infographic showing various Remote Model Booker job openings in Chicago, IL as of August 2026, with employment types broken down into 2% As Needed, 80% Full Time, 14% Part Time, 1% Temporary, and 3% Contract. Highlights an 90% Physical, 3% Hybrid, and 7% Remote job distribution, with an average salary of $97,952 per year, or $47.1 per hour.

Outbound Phone Sales Closer - High-Volume, Remote

Sanders Fine Portraits

Highland Park, IL • Remote

$51K - $85K/yr

Full-time

Re-posted 29 days ago


Job description

Sanders Fine Portraits | Fully Remote | Full-Time, M-F

Compensation: $51,500-$85,000+ annually (base hourly + tiered performance bonuses)

What we're looking for

  • 3+ years of high-volume outbound phone sales, appointment setting, or booking specialist experience -- 100+ dials per day with weekly or monthly quotas
  • Proven one-call closing ability -- you get the deposit on the first call, not the fifth
  • A track record you can name in numbers: close rates, conversion rates, show rates, bookings per week
  • A warm, confident phone sales voice that holds up at call 80 when call 30 was a tough one
  • Comfort following a sales script and being coached
  • Reliable remote work setup: hard-wired internet with backup, dedicated home office, corded headset, dual monitors
About the role

Sanders Fine Portraits is a family-owned luxury portrait studio in our 22nd year. We're hiring outbound phone sales closers to book our studio calendar from a steady flow of warm leads.

How we sell

One-call close model. Every call ends with a booked session and deposit, or it's the next call. Warm leads, real objections, and voicemails handled in real time. Top performers book 30+ sessions per week.

Compensation

Base hourly plus tiered performance bonuses (daily, weekly, monthly, quarterly):

Starting bookers: $51,500-$66,500 while ramping

Most bookers earn $66,500-$84,500 once they hit their rhythm

Top performers exceed $85,000+

Surprise spiffs and team bonuses throughout the year

Training

One week of paid remote training including video training, live shadowing one of our top closers, systems, script, and objection drills. Day 5 you're live on the phones with your manager coaching in real time.

This role is probably not a fit if

Your sales process relies on follow-up calls, nurture sequences, or multi-touch cycles

Your recent sales work has been consultative, relationship-based, or inbound only

You haven't carried a quota in the last year

High-volume repetition drains you rather than energizes you

The best phone closers on our team have something in common: they believe that what we do matters. A Sanders portrait experience becomes a family memory and an heirloom that outlives all of us. On the hard days, that's what makes the next dial worth it. If you want to sell something that makes a lasting impact, we'd love to meet you.