Required Years of Experience
3 years
Job Details
Events & Creative Retreat Sales Manager
Contract-to-Hire | Base + Commission
Chicago, IL (On-site / Hybrid)
Little Black Pearl (LBP) is seeking a results-driven Events & Creative Retreat Sales Manager to grow revenue through corporate, conference, institutional, and creative retreat bookings at our 40,000-square-foot cultural arts and design facility.
This role is ideal for a sales professional who thrives in performance-based environments and is excited to sell purpose-driven convenings—including leadership retreats, executive offsites, and institutional conferences—rather than traditional hotel or ballroom events.
This role does not include weddings, social events, or private celebrations.
What You’ll Sell
• Corporate and institutional events (25–300+ guests)
• Multi-day creative retreats and leadership offsites
• Conferences, summits, and planning convenings
• Repeat and annual institutional bookings
Key Responsibilities
• Proactively generate and close new business
• Conduct site tours and client presentations
• Develop proposals, pricing packages, and contracts
• Build and manage a strong sales pipeline
• Position LBP as a premium creative retreat destination
• Meet or exceed monthly and quarterly revenue targets
• Collaborate with internal teams for seamless execution handoff
Ideal Candidate
• 3–7+ years of experience in events, venue, hospitality, or retreat sales
• Proven ability to close $15K–$250K+ bookings
• Comfortable with commission-based compensation
• Confident communicator with executive and institutional clients
• Motivated by ownership, autonomy, and growth opportunity
Compensation
90-Day Contract-to-Hire
• Monthly draw during contract period
• High commission on closed & collected revenue
• Clear conversion path to full-time role
· Upon Conversion to Full-Time - Base salary: $50,000–$55,000
• Commission: 7% on collected revenue
• +1% accelerator on multi-day creative retreats
• Total earning potential: $95,000–$120,000+
Send a letter of interest and resume to Arlesia Juran, Director of HR at mailto: [email protected]
Compensation Details
Compensation: Salary ($50,000.00 - $55,000.00)
Benefits & Perks: Health Insurance, Dental Insurance, Paid Time Off, Dining Discounts
Required Skills
Sales Strategy Development
Client Relationship Management
Negotiation Skills
Market Research and Analysis
Event planning and coordination
Presentation Skills
Networking skills
Time Management
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Part of The Little Black Pearl Family
Carver 47 is a café and wellness market housed inside Little Black Pearl Art & Design Academy, North Kenwood’s hub for innovation and learning. Our service experience and environment embody the spirit of legendary botanist and humanitarian Dr. George Washington Carver. Our featured products include rotating weekly menus, complete with sauces, spices, juices and some á la carte specialties. We also serve as a boutique market of locally sourced produce and artisan products, such as flowers and artwork, that contribute to our guests’ holistic wellness. Our central mission is to provide balanced, nourishing meals and high-quality products that inspire and empower community members to deepen their commitment to wellness.
Both Carver 47 and Little Black Pearl were founded by business leader and visionary Monica Haslip. Monica’s intention was to create a common space whose offerings of nourishing and accessible food could bring the bright and diverse people of Chicago together. A gifted designer, Monica has created a service and meeting space like no other. Infused with art, green life, and a wonder-provoking mix of materials and colors, Carver 47 exudes an ambiance of urban passion and Southern influence.
“I believe that carefully designed spaces play an imperative role in fostering an atmosphere of creative exchange and intentional progress.” -- Monica
C47 is led by culinary artist and LBP board member Elizabeth Wright. Lizz is widely known as a jazz and folk singer-songwriter but she is also a graduate of Dr. AnneMarie Colbin’s Natural Gourmet Institute of New York. At NGI Lizz learned to view food as both a medicine and a creative language. After graduation she was prepared to be a private chef. She followed the chef’s training course with an internship at Three Stone Hearth, a unique community-supported kitchen and market in Berkeley, California.
C47’s menu is informed by Lizz and Monica’s rural Southern upbringings as well as their frequent international travel.
“We enjoy observing how food can help us develop a sacred relationship with our sense of time. Because of our childhood experiences of tending large gardens with our fathers and our travels leading us to tables around the world, we’re moved to create food experiences that encourage taking time, sharing comfort and making memories at the table.” ---Lizz
