Job Overview

Our client is looking for a highly responsive, organized, and client-focused Booking Agent to manage time-sensitive bookings, coordinate tailors and clients, resolve scheduling and service issues, and keep booking systems accurate throughout the shift. This is a high-activity, live booking role where you will communicate with clients and tailors through phone, email, messaging platforms, and internal tools, often handling urgent requests in real time.

Schedule

Monday 5:00 PM – 2:00 AM CST; Tuesday – Friday 6:15 PM – 2:00 AM CST, with 1 hour unpaid break (40 work hours per week)

Responsibilities

• Respond promptly to new client and tailor requests through email, messaging platforms, and phone
• Acknowledge new job requests as soon as they are received and make live phone calls for urgent or sensitive matters
• Coordinate bookings across multiple cities, matching the appropriate tailor to each job based on availability, location, skill level, client requirements, and preferences
• Monitor active jobs and provide timely updates to both clients and tailors
• Resolve conflicts between clients and tailors professionally and calmly, de-escalating concerns and working toward fair solutions
• Review job history, CRM notes, emails, and relevant records before handling sensitive calls; escalate refunds or rate changes when required
• Quote client and tailor rates using historical records, job requirements, rate sheets, and previous communications without making assumptions
• Maintain accurate, complete, and up-to-date job records, dates, cities, assigned tailors, rates, fitting notes, and billing details in the CRM / Service Management System
• Manage communication channels by applying job numbers, adding notes/transcripts, labeling email threads, and maintaining organized inboxes
• Communicate effectively with the administrative team through Slack and maintain a clear written paper trail of important decisions
• Act as an advocate for tailors while maintaining strong client relationships, documenting preferences (specialties, home city, recurring needs, logistics) to improve future bookings
• Use downtime productively to conduct prospect research, build prospect lists, and perform approved marketing and outreach to previous and potential clients
• Utilize AI tools (e.g., ChatGPT, Claude) for email drafting, research, summaries, and follow-up preparation while maintaining strict data-security standards
• Identify repetitive administrative tasks for automation and assist in developing AI-powered workflows with management approval

Requirements

• Experience in booking, scheduling, dispatch, customer service, hospitality, executive support, recruitment, or a similar high-touch coordination role
• Experience working with CRM or field-service management software
• Experience handling high-profile clients, VIP customers, entertainment clients, or private clients
• Experience with conflict resolution and service recovery
• Experience using Slack, Gmail, WhatsApp, or similar communication platforms
• Experience with AI-assisted workflows or business automation
• Experience conducting prospect research or outbound business development
• Fluent written and spoken English with strong verbal and written communication skills
• Familiarity with the entertainment, fashion, tailoring, production, or hospitality industries

Independent Contractor Perks

• Permanent work from home
• Immediate hiring
• Health Insurance Coverage for eligible locations

Note

Please click the "Apply" button to complete your application, including the assessment questions, technical check, and voice recording. Your hourly pay rate will be established based on your performance in the application process; submissions with all requirements fulfilled will receive priority review.

One application, multiple possibilities: When you apply, our team reviews your background against all current openings, not just this one! If a different role fits your skills, we'll get in touch! We also encourage you to keep exploring our job board and apply directly to any position that excites you.