07/17/2026
📣 WE'RE HIRING! 📣
Executive Assistant & Operations Coordinator (Business & Personal Support)
📍 Shady Side, MD (with occasional trips to our Annapolis office)
🕙 Monday-Friday | 10:00 AM-4:00 PM (30 hours/week)
💰 $20-$23/hour (based on experience)
✨ Benefits Include:
• $150 monthly performance bonus after training
• One week paid vacation after one year
• Paid holidays after 6 months (New Year's Day, Memorial Day, Independence Day, Labor Day, Thanksgiving Day, Christmas Day, plus one personal holiday of your choice)
Best CDL Training is looking for an exceptional Executive Assistant & Operations Coordinator to become an integral part of our growing team.
This is not a typical office assistant position. You'll be the primary point of contact for our students and customers while providing administrative and operational support to the owner. Every day is different, so we're looking for someone who genuinely enjoys organization, multitasking, problem-solving, and keeping everything running smoothly.
This position is based primarily from the owner's home office in Shady Side, MD, with occasional trips to our business office in Annapolis. Applicants must be comfortable working in a home office environment where family members may occasionally be present and dogs are part of the household.
Responsibilities Include:
✔ Answering calls, texts, emails, and social media messages
✔ Scheduling appointments and managing calendars
✔ Student enrollment and customer follow-up
✔ Invoicing, payroll assistance, bookkeeping support, and maintaining student records
✔ Managing Google Forms, Google Sheets, and digital files
✔ Scheduling MVA testing and FMCSA entries
✔ Creating and managing social media content using Canva
✔ Coordinating instructor schedules and day-to-day business operations
✔ Running occasional errands and assisting the owner with business and personal support as needed
We're Looking For Someone Who Is:
✔ Highly organized and detail-oriented
✔ Self-motivated and proactive
✔ Able to multitask and prioritize in a fast-paced environment
✔ Friendly, professional, and confident speaking with customers
✔ Comfortable working independently with minimal supervision
✔ Tech-savvy and eager to learn
✔ Trustworthy, dependable, and discreet
✔ Comfortable with customer service, sales, and follow-up
✔ In possession of a valid driver's license and reliable transportation
Experience in executive assistance, office management, administrative support, customer service, sales, bookkeeping (QuickBooks), social media, or small business operations is a plus. Knowledge of CDL regulations or FMCSA requirements is helpful but not required.
⭐ This role is ideal for someone who enjoys creating order out of chaos, takes ownership of their work, and doesn't need constant direction to stay productive. If you love staying busy and helping a growing business succeed, we'd love to hear from you!
📧 To Apply:
Email your resume to: [email protected]
Please include a brief professional introduction explaining why you'd be a great fit.
Also, make the Subject Line:
Executive Assistant & Operations Coordinator Application – [Your Name]
We look forward to meeting our next team member!
