Executive Assistant/Operations Coordinator

Executive Assistant & Operations Coordinator (Business & Personal Support)

Anne Arundel County, MD

Monday-Friday | 10:00 AM - 4:00 PM (30 hours/week)

$20-$23/hour (based on experience)

up to $150 monthly performance bonus after training

one week paid vacation after one year with the company

paid Holidays after 6 months (New Years Day, Memorial Day, Independence Day, Labor Day, Thanksgiving Day, Christmas Day & one personal Holiday of your choosing)

About the Position

Best CDL Training is looking for an exceptional Executive Personal Assistant & Operations Coordinator to provide both business and personal support to the owner of our growing CDL training company.

This is not your typical office assistant position. We're looking for someone who genuinely enjoys organization, structure, planning, and keeping everything running efficiently. The ideal candidate naturally notices what needs to be done, takes initiative without being asked, and thrives in a fast-paced environment where priorities can change throughout the day.

This position requires someone who is professional, trustworthy, detail-oriented, and comfortable working in multiple environments.

Work Location:

• Approximately 5 days per week at the owner's home in Shady Side, MD
• Occasionally at our business office in Annapolis, MD as needed
• Occasional errands may also be required.

The home office is an active household, so applicants must be comfortable working in a home setting where family members may occasionally be present and dogs are part of the environment.

Primary Responsibilities

Executive & Administrative Support

• Answer incoming phone calls, text messages, emails, and social media inquiries
• Schedule appointments and manage multiple calendars
• Send appointment reminders
• Create and send invoices
• Process payroll assistance
• Track payments and follow up on outstanding balances
• Send contracts and onboarding documents
• Maintain accurate student records and documentation
• Enter student attendance and training information
• Enter completed students into the FMCSA database
• Schedule students for MVA testing
• Manage Google Forms, Google Sheets, and digital filing systems
• Respond to Google Business reviews
• Assist with monthly bookkeeping and receipt organization

Student Enrollment & Customer Relations

• Speak with prospective students and answer questions about our CDL programs
• Build rapport and maintain communication with prospective students
• Follow up with leads and help guide applicants through the enrollment process
• Provide outstanding customer service from the first inquiry through graduation

Marketing & Social Media

• Create engaging content using Canva
• Manage Social Media content
• Help promote & attend company events, student success stories, and special promotions

Business Operations

• Coordinate instructor and driver schedules
• Assist with ordering supplies, vehicle parts, and scheduling maintenance
• Keep office supplies stocked and organized
• Occasionally visit our Annapolis office to ensure it remains clean, organized, and fully prepared for upcoming classes

Personal Assistant Duties

Responsibilities may also include assisting the owner with personal and household-related tasks such as:

• Running errands
• School pickups as needed
• Assisting wherever additional support is needed to help keep both business and personal responsibilities running smoothly

We're Looking For Someone Who Is:

✔ Exceptionally organized and detail-oriented

✔ Naturally proactive and takes initiative without waiting to be told what to do

✔ Comfortable juggling multiple priorities while staying calm under pressure

✔ Able to work independently with minimal supervision

✔ Professional, dependable, trustworthy, and discreet

✔ Friendly and confident speaking with customers over the phone

✔ Comfortable with sales conversations and following up with prospective students

✔ Strong written communication skills for emails, texts, and social media

✔ Tech-savvy and comfortable learning new software quickly

✔ Comfortable working in both an office environment and a home office

✔ Adaptable and willing to assist wherever needed

✔ Able to maintain confidentiality and exercise good judgment

✔ Possesses excellent time management and organizational skills

✔ Has a valid driver's license and reliable personal transportation

Preferred Qualifications

Experience in any of the following is a plus:

• Executive Assistant
• Personal Assistant
• Office Management
• Administrative Support
• Customer Service
• Sales
• Bookkeeping (Quickbooks Knowledge)
• Government contracting
• Small business operations

Knowledge of Commercial Driver's Licenses, including CDL classes, endorsements, restrictions, or FMCSA requirements, is also a plus but not required.

Why This Position Is Different

This role is ideal for someone who enjoys creating order out of chaos, loves staying organized, and takes pride in helping a business owner stay focused and productive. Every day will be different, and you'll have the opportunity to play an important role in the continued growth of our company.

If you're someone who enjoys solving problems, staying busy, and making life easier for others, we'd love to hear from you.

This position is best suited for someone who enjoys figuring things out, takes ownership of their work, and doesn't need frequent reminders or close supervision to stay productive.

How to Apply

Email your resume to: BestCDLAround@gmail.com

Please include a brief professional introduction in the body of your email explaining why you would be a great fit for this position.

Subject Line:
Executive Assistant & Operations Coordinator Application – [Your Name]

Pay: $20.00 - $23.00 per hour

Benefits:

• Paid time off

Education:

• High school or equivalent (Required)

Experience:

• Customer service: 1 year (Required)

Work Location: In person

Salary : $20 - $23