Deputy Executive Director

Posted by Main Street Connect ; Posted on 
Deputy Executive Director


Main Street Connect has an opening for a Deputy Executive Director (Base Salary: $130,000).

Are you looking to be a part of something bigger than yourself? Something that is meaningful, purposeful and life changing? If so, look no further than Main Street! Main Street is not your typical nonprofit. We are a small, committed team that works effectively, efficiently and with urgency. We innovate, create and learn together as a team while improving the quality of life for our members and broader community. We are a community of respect, inclusion and kindness AND we are looking for a Deputy Executive Director, a person with passion, experience, logic and great organizational skills to oversee all operations.

The Deputy Executive Director is responsible for Main Street’s operational effectiveness by managing key functions including finance, accounting, contracts, human resources and IT. The Deputy Executive Director also oversees the management of Main Street programming, member services, community relations and outreach. The Deputy Executive Director is a member of the administrative team, supports the Founder in realizing the vision and mission of Main Street and provides guidance to all Directors to ensure that Main Street’s goal of an inclusive and engaging community is achieved. The Deputy Executive Director is responsible for ensuring the effective implementation of policies, procedures and safety protocols; maintaining strong fiscal management; leading Directors in all aspects of program operations; and ensuring quality and member satisfaction. The Deputy Executive Director gathers and analyzes data for deliberate operational decision making, innovation and reporting to the Founder and Board.


Strategic Leadership

  • Contributes to development of the strategic vision and the strategic direction for the organization
  • Supports the organization’s strategic plan, budget and fundraising strategy
  • Supervises and mentors department Directors to meet strategic goals and objectives and maintains accountability to the plan
  • Demonstrates mission-driven leadership to all staff
  • Creates a supportive environment that fosters quality, personal responsibility and commitment to Main Street’s vision, mission and values

Operational Management

  • Implements and fosters adherence to established policies, procedures, guidelines and protocols
  • Structures and leads teams to deliver outstanding member services
  • Builds and maintains strong member relationships
  • Improves coordination and communication across the organization to increase effectiveness and efficiency
  • Actively engages Directors in the development of goals, tracking progress toward goals and increasing their effectiveness and efficiency as leaders
  • Guides and directs Directors in achieving and maintaining departmental objectives, budget expectations and quality
  • Directly supervises the Office Manager
  • Provides Director of Programming/Membership Experience support in assessing staffing needs, screening and interviewing candidates
  • Ensures that ongoing staff development opportunities are provided
  • Creates and maintains annual calendar including all development, fundraising and community engagement events
  • Provides intensive support to Directors in the start-up of new programming and new initiatives
  • Functions as a resource to Directors by staying current with emerging trends in the field
  • Provides coverage for Directors when necessary
  • Manages the relationship/partnership with Property Manager
  • Monitors and implements best practices to ensure intended outcomes are achieved
  • Develops thought leadership around specific topics/emerging practice areas
  • Shares in knowledge dissemination, reporting and communications
  • Assumes leadership of organization when the Founder is absent or is unavailable and ensures smooth operations of the organization
  • Oversees management and operations of The Soulfull Cafe including hiring and supporting the cafe Manager

Human Resources

  • Manages the HR cycle and develops systems that ensure consistency throughout organization—resource planning, recruiting, orienting, training, performance management and professional development
  • Maintains required HR records and documentation for staff benefits
  • Maintains and updates staff handbook, policies and procedures

Finance and Accounting (with President and Treasurer of Board)

  • Oversees financial management systems—accounting, payroll, contracts, procurement— and ensures quality and integrity
  • Coordinates the development of annual department plans and budgets
  • Monitors and analyzes financial statements on a monthly basis. Creates and disseminates timely and accurate financial reports to Board, Founder and Directors
  • Collaborates with Director of Strategy and Development in the development and implementation of a comprehensive funds development program for all sources of revenue—membership and programming fees, grants, foundations, donors and so on
  • Oversees operational compliance with all funder/partner requirements and reporting timelines
  • Oversees timely invoicing to all funding sources
  • Manages the annual audit performed by an external accounting firm
  • Oversees the renewals of insurance policies
  • Serves as a liaison to legal counsel in addressing legal issues


  • Oversees functionality and efficiency of the organization’s internet and telecommunications systems
  • Researches, implements and maintains internet security protocols
  • Manages organizational IT, automation and communication needs—computer hardware and software, telephone, copiers, faxes and so on

External Relations

  • Represents Main Street and presents at community meetings, conferences, professional associations, boards, task forces and other public venues, as needed
  • Participates in Main Street sponsored events and outreach efforts
  • Collaborates with Director of Communications and Outreach on all external communications
  • Attends Main Street events

Evaluation and Reporting

  • Develops effective system to gather data to measure program outcomes, including utilization data and financial performance
  • Conducts periodic, in-depth observations of programming and events and provides feedback to the Directors and staff, as needed
  • Maintains accurate records of program observations, strategies, recommendations and specific directives given to Directors
  • Provides regular reports to Founder regarding specific programs, highlighting areas of excellence and areas of concern
  • Identifies best practices and improves internal systems with an eye toward future needs and budget realities

Undertakes other duties, as needed.


Base Salary: $130,000

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Job Details (for job postings)

Job Category: Executive (CEO, Director, President)
Position Type: Full Time
Salary Range (annual): $100,000-$150,000
Experience: 5-10 Years
Education Level: Master's Degree