Small Company. BIG Opportunity.
Career Opportunities
City Wide of Boston is growing and we are always looking for individuals interested in growth, personal development and mentorship. We offer a highly competitive rewards package, dynamic culture and high growth potential for our team. Interested in joining our team? Visit our career center to learn more about our benefits and current openings. You can also simply join our talent community to stay up to date with opportunities!
Office Manager
Our Office Manager plays a critical role in keeping our organization running smoothly—serving as the operational backbone of the office while supporting our team, systems, and culture. As an Office Manager, you’ll take ownership of day-to-day office operations, ensure a productive and organized environment, and contribute to a company that values efficiency, collaboration, and employee experience.
Territory Manager
Our Territory Managers are operational leaders and strategic partners—responsible for driving client satisfaction, leading high-performing teams, and growing revenue across their assigned territory. As a Territory Manager, you’ll take ownership of a defined service area, lead and develop a team, and play a critical role in ensuring operational excellence and long-term client success.
Training & Development Manager
As the Training & Development Manager, you will design, implement, and sustain company-wide learning programs with a strong emphasis on driving sales performance, operational excellence, and organizational growth. This role partners closely with Sales, Operations, Administration, and HR leadership to ensure employees have the skills, tools, and resources needed to succeed.
Talent Acquisition Specialist
As a Talent Acquisition Specialist, you’ll support full-cycle recruiting efforts, partner closely with hiring managers, and help drive hiring success across the organization.
Account Manager
As an Account Manager, you’ll take ownership of client relationships, work alongside a supportive team, and contribute to a company dedicated to excellence in customer service.
Business Development Specialist
We’re looking for a Business Development Specialist who excels at uncovering opportunities, initiating conversations with decision-makers, and building strong pipelines that lead to meaningful partnerships. This role is all about opening doors, generating new qualified leads, and fueling long-term revenue growth
Night Manager
Assist with management of contract compliance of designated building maintenance services (as noted in the client Scope of Services) as well as maintain the relationship between City Wide and the various Independent Contractors.
Sales Executive
We’re looking for a Sales Executive who thrives on hunting for new business, closing complex B2B deals, and building partnerships that deliver real value. This is a high-impact role focused on generating new revenue—not managing existing accounts.
Associate Account Manager
The Associate Account Manager, position is designed to be training role with the goal of becoming an Account Manager with a $100K+ OTE. As an AAM you will support Account Managers and the overall operations team with a variety of responsibilities designed to immerse you in the business. After an initial training period you will serve as a key point of contact for clients—ensuring satisfaction, identifying growth opportunities, and coordinating service delivery. This role is ideal for someone with a strong customer service or junior sales/account management background who’s ready to deepen their client-facing experience and contribute directly to revenue growth.
Employee Testimonials
Meet Our Amazing Team
We encourage and applaud our team for sharing ideas that help us steer the company to new successes. In fact, the most successful ideas we have executed have come from our team. Bring your ideas to City Wide of Boston, and you will be heard.
A Message from the Owner

“We were excited to start this business because we had confidence in our ability to work hard to build a business that would have an impact on our clients and employees. We are fortunate to be surrounded by an amazing team of people and have a wonderful list of clients who value our approach.”
Karen W Sommers, Owner
Benefits Overview
- 3 Weeks Paid Time Off
- 8 Paid Holidays
- 1 Volunteer Day Off
- Company Sponsored Health, Dental and Vision Insurances
- 401K Plan with a 4% company match
- Training program and ongoing access to company e-learning platform




