Training Manager

Alternatives

. Provide operational and programmatic leadership for training, technical assistance, and capacity-building programming .

Posted 10/2/2026full-timeChicago • Illinois • United StatesJuniorMid-Level💰 $75,297 per yearWebsite

Core Competencies

Role fit

Core Competencies

Use this summary to align your resume positioning with the role.

Demonstrates expertise in operational and programmatic leadership, with a focus on training, technical assistance, and capacity-building within community-based organizations. Proficient in project management, grant administration, and team development, ensuring effective program implementation and compliance.

Highest-signal resume keywords

Operational LeadershipGrant AdministrationProject ManagementTeam ManagementTraining Development

ATS Keywords

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Applicant Tracking System Keywords

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Hard Skills

Program EvaluationOrganizational Capacity BuildingData TrackingCurriculum DevelopmentTechnical AssistanceGrant WritingFinancial MonitoringLogic ModelsVoucheringAdministrative Skills

Soft Skills

Excellent CommunicationAttention to DetailEmpowermentCultural ResponsivenessProfessionalism

Tools & Technologies

MS Office SoftwareManagement Reporting Tools

Certifications & Qualifications

BA / BS DegreeAlternatives Internal Leadership Pipeline Program

Industry Keywords

Community-Based OrganizationYouth DevelopmentTrauma-Informed CarePositive Youth DevelopmentRestorative JusticePublic SpeakingCapacity-Building ServicesGrant ComplianceTraining CoordinationYouth-Centered Organization

About the role

Key responsibilities & impact

Provide operational and programmatic leadership for training, technical assistance, and capacity-building programming
Provide technical assistance on program and grant administration, including finance, vouchering, logic models, and hiring practices related to government grants
Recruit, hire, supervise, train, and support assigned team members, including monitoring and evaluation
Collaborate with the Chief of Staff to develop training department goals
Manage and oversee day-to-day operations
Oversee training cohorts, including recruitment of participating organizations, cohort coordination, and backup facilitation
Manage relationships with organizations and entities
Ensure staff training for external trainings and capacity-building services
Track data and performance metrics accurately
Oversee training and curriculum development, implementation, and evaluation
Oversee technical assistance services and serve as the primary point person for in-person and virtual services
Lead organizational capacity-building efforts through needs assessments, analysis, professional development plans, and plan completion
Oversee grant reporting and collaborate with the data team on compliance and accurate reporting
Monitor grant spending with the finance team to ensure contract spend-down
Support fee-for-service training inquiries and logistics
Travel locally, statewide, or nationally to provide training or technical assistance
Represent Alternatives at relevant forums and events
Support grant writing and fundraising efforts
Complete annual goals and other duties assigned by the Chief of Staff
Participate in staff/team meetings, professional development, and supervision meetings
Serve as a member of the leadership team

Requirements

What you’ll need

Minimum of BA / BS degree or equivalent experience
Two years supervisory experience, preferably in a community-based organization
Demonstrated success evaluating services and successfully operationalizing innovative programs
Ability to efficiently and strategically build organizational capacity within the constraints of limited resources
Proficient in using technology as management reporting tool
Strong project management skills working with multifaceted and complex programs
Excellent verbal and written communication skills
Experience in team management, empowering them to elevate their levels of responsibility and professional development
Meticulous attention to detail and meeting deadlines
Consistently learning and working within the following frameworks: Anti-oppression, Positive Youth Development, Trauma-informed and Balanced and Restorative Justice
Skilled at working with young people at high risk for juvenile justice and child welfare system involvement
Experience in public speaking and/or training with both youth and adult audiences
Willingness and ability to travel locally, statewide or nationally
Demonstrated administrative skills, including proficiency in MS Office software
Interest in and commitment to working with schools and community based organizations
Must successfully complete the Alternatives Internal Leadership Pipeline Program within two attempts as a condition of continued employment
Committed to working in a community-based, youth-centered organization, with flexibility, cultural responsiveness, and a high level of professionalism and confidentiality
COVID vaccine is mandatory for all employees to the full extent permissible under applicable law

Benefits

Comp & perks

Blue Cross Medical/Dental/Vision
403(b) Retirement Plan
Holidays
4 weeks Paid Time Off
10 weeks paid Parental leave
Leadership Pipeline