Operations Supervisor

Hours: Full-Time
Location: Baltimore, MD
Salary: $72,000/annually

Midtown Baltimore works to create clean, safe, vibrant, and welcoming public spaces for the residents, businesses, and visitors of central Baltimore. Serving the Mount Vernon, Bolton Hill, Charles North, and Madison Park neighborhoods, Midtown delivers services that strengthen quality of life and foster community pride across 144 blocks and 4,000 properties.

Midtown is seeking a highly capable and hands-on Operations Supervisor to lead our Block by Block Ambassador Team. This role serves as the “Lead Ambassador,” responsible for overseeing all aspects of daily operations, including personnel, equipment, and resource deployment.

The ideal candidate is a strong leader with a customer service mindset, excellent organizational skills, and the ability to adapt quickly in a dynamic environment. This position requires a proactive problem-solver who is equally comfortable working in the field alongside the team and managing operations at a high level. Experience in field services, maintenance, or janitorial operations is strongly preferred.


Key Responsibilities:

  • Lead recruitment, hiring, onboarding, and training of Ambassador staff

  • Foster a positive, high-performing team culture grounded in accountability and respect

  • Oversee daily deployment of staff and resources to meet evolving service needs

  • Monitor service delivery to ensure consistent, high-quality performance

  • Identify operational challenges and implement solutions to improve efficiency and impact

  • Manage inventory, equipment, and supply procurement

  • Serve as a hands-on leader in the field, providing coaching, mentoring, and real-time support

  • Track performance and prepare reports across multiple reporting channels

  • Ensure compliance with all policies, procedures, and applicable regulations, including Block by Block standards

Qualifications:

  • Demonstrated experience managing teams and delivering strong customer service

  • Valid driver’s license

  • Ability to pass a background check and drug screening

  • Comfortable working outdoors in all weather conditions (gear provided)

  • Ability to walk for extended periods (up to an 8-hour shift with breaks)

  • Ability to work a flexible schedule, including weekends as needed

  • Strong written and verbal communication skills in English

  • Proficiency in Microsoft Office and general computer applications

Benefits:

  • Health & Insurance: Medical with available FSA and/or HSA, Dental, Vision, Short-Term and Long-Term Disability, Life, and Accidental Death and Dismemberment, Critical Illness, and Accident

  • Paid Time Off: PTO, Holidays, Birthday Pay (eligible after one year of service), and Jury Duty

  • Retirement: 401K Retirement Savings Plan

  • Bonuses: Employee Referral Bonus Program

Apply:

To apply for this position, please email your resume to Terri Brooks at tbrooks@blockbyblock.com.

Midtown Baltimore and Block by Block are committed to providing equal employment opportunities to all employees and applicants for employment. Accordingly, all terms and conditions of employment will be carried out without regard to race, creed, color, religion, gender, sexual orientation, nationality, marital status, age, or disability. Reasonable accommodations may be made to allow individuals with disabilities to perform the essential functions of the job.