Training and Development Manager

Training & Development ManagerCity Wide Facility Solutions – BostonAt City Wide Facility Solutions – Boston, we specialize in managed facility services for commercial properties across Central and Eastern Massachusetts. Our team is committed to delivering exceptional service by connecting our clients with qualified vendors and providing seamless service management. As we continue to grow, we are seeking a Training & Development Manager to help build, develop, and empower our team through structured learning and performance-driven training initiatives.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.You will own the full learning lifecycle—from needs assessment and program development to facilitation, reinforcement, and measurement—while overseeing the company’s training content library and learning platform. Your work will directly impact employee performance, process adoption, and overall organizational effectiveness.Why Work with City Wide?Competitive compensationComprehensive benefits including medical, dental, vision, life insurance, FSA & HRA401(k) with company matchGenerous time off including 9 paid holidays, PTO, and Volunteer Time OffOngoing professional development opportunitiesCareer growth within a fast-growing and supportive organizationKey ResponsibilitiesTraining Strategy & Program DevelopmentDesign structured onboarding programs for all roles across the organizationBuild role-based learning paths and career progression training programsDevelop curriculum that supports both sales and operational rolesIdentify performance gaps and implement targeted learning solutionsAlign training initiatives with company goals and performance metricsFacilitation & CoachingDeliver engaging live and virtual training sessionsCoach managers on reinforcing new skills and performance expectationsSupport team leaders with department-specific training initiativesConduct reinforcement sessions and follow-up learning activities to drive retentionProcess Rollout & Change ManagementSupport new systems, initiatives, and workflow changes through structured training plansTranslate operational processes into clear, teachable standardsDevelop communication materials, adoption plans, and accountability toolsMonitor adoption and adjust training strategies to improve outcomesContent & Knowledge ManagementCreate and maintain training materials, guides, playbooks, and workshopsEnsure standardized documentation across departmentsKeep training content updated, relevant, and accessibleManage version control and centralize resources within the learning platformTrack engagement, completion rates, and training effectiveness metricsWhat We’re Looking For3–7+ years of experience in training, enablement, learning & development, or performance improvementExperience designing curriculum and facilitating training programsStrong project management and organizational skillsExperience supporting process implementation or change initiativesExcellent presentation, communication, and coaching abilitiesAbility to collaborate cross-functionally with leadership and departmentsBackground in service-based organizations preferred