Job Posting: Executive Director, Cycle Toronto

Keagan with riders on Shaw Street

Job Posting: Executive Director, Cycle Toronto

Location of Work: Toronto, Ontario (Hybrid working setting)
Work hours: Full Time (40 hours per week)
Deadline: January 27, 2023

Calling all change-makers: Cycle Toronto is looking for its next Executive Director! This role requires a dynamic leader who will be tasked with executing the strategic direction for the organization, overseeing and managing day-to-day activities and delivering on organizational culture for the community Cycle Toronto serves. 

Apply Now

About Cycle Toronto

Cycle Toronto is a member-supported charitable organization that works to make Toronto a healthy, safe and vibrant cycling city for all. We are focused on advocacy, education and encouragement as we strive to shape policy and cycling infrastructure, and build community to transform Toronto’s cycling culture. We engage a diversity of people in our work, pursuing evidence-based solutions that make cycling a viable option for all Torontonians.

Overview of Responsibilities:

As the leader of Cycle Toronto, the Executive Director is responsible for guiding the strategy, management, and operations of the organization according to the strategic direction set by the Board of Directors. The Executive Director is an advocate, ambassador, and community educator for cycling culture and infrastructure, engaging in and mobilizing a diverse community of support to transform Toronto’s cycling systems. Alongside managing a team of five staff, the Executive Director collaborates with the Board of Directors and working committees to ensure the organization is well-managed, and is financially viable. 

Essential Duties:

1. Strategic Direction and Organizational Strategy

Work with and support the Board to set strategic directions and key performance metrics 
Lead development of the annual plan and budget, ensuring campaigns and programs are aligned with strategic directions and plan
Undertake regular strategic and program evaluations, including key programs (i.e.,: Bike Month, Street Smarts Cycling Education, Ride Series, Bike Valet), fundraising, advocacy, and governance, and report to the Board on outcomes, insights, risks, and opportunities

2.  Organizational Management and Governance 

Manage the staff team (currently 5), providing a safe, collegial, and continuous improvement work environment that supports individual and group performance, and compliance with all regulatory requirements and organizational policies; 
Supervise the Directors and bookkeeper, and recruit, hire, and onboard new staff as required
Support and report to the Board of Directors on all aspects of the organization’s internal and external work, and to Board Committees related to their mandates

3.    Fundraising and Stewardship 

Guide the development and implementation of a fundraising strategy that leverages Cycle Toronto’s newly-acquired charitable status 
Build relationships with potential supporters including corporate sponsors, foundations, and individual donors
Ensure all fundraising and materials are aligned with the strategic direction 

4.    Advocacy and Communications 

Guide development of campaigns, ensuring their alignment with strategic directions and Cycle Toronto’s brand and values
Guide and undertake advocacy activities, including overseeing the development of position statements, and building relationships and engagement with City staff, elected officials, local business and residents associations,  other not-for-profit groups, and other stakeholders
Serve as primary spokesperson to a range of audiences including media, community events, and City Council and committee meetings 
Guide the content and tone of Cycle Toronto’s many member and community communications including Ring & Post

Required Skills and Competencies: 

  • A strong understanding and passion for cycling and road user safety
  • Ability to work in a fast-paced environment and collaborate effectively with a small team
  • Experience building, guiding implementation, and evaluating annual and multi-year plans
  • Familiarity with budget development and financial management and reporting 
  • Familiarity with non-profit governance, including working with and reporting to a board of directors
  • A deep understanding of municipal and provincial government operations will be essential to your success in this role
  • Demonstrated government relations and community organizing expertise
  • Ability to engage professionally with a wide range of stakeholders, from community and business leaders to politicians 
  • Proven fundraising skills including  relationship-building, proposal development, stewardship, and  compliance with charitable requirements
  • The ability to think outside the box, be resourceful and solutions oriented
  • Dynamic and inclusive leadership style, able to mobilize and inspire a team to work towards ambitious goals 

What We Offer:

Full-time, permanent position
Salary range: $75,000 - $85,000 
Health benefits, education benefits, and perks like cell phone compensation and access to a Bike Share Toronto membership
Anticipated start date: Spring 2023

Application Process

Submit your application through this link.

Submit your application

To be considered, your application must include the following:

  • A recent CV
  • A written response to the statement included in the application (see below)

This must be submitted as one document and uploaded as one PDF. 

Written Statement:
Cycle Toronto's overarching strategic direction is to sustainably expand our reach and brand recognition city-wide in Toronto while continuing to advocate for, educate, and encourage cycling. In no more than a page (approximately 500 words), please outline your perspectives on mission-critical strategies for advancing this ambitious mandate, considering the current context and drawing on your own insights/experiences. 

Applications are due no later than January 27, 2023.

Cycle Toronto values diversity and is committed to equity and inclusion. We encourage applications from people who reflect our city's diverse communities.  Accommodation in the hiring process and during employment will be provided in accordance with Ontario’s Human Rights Code.

By Maggie Crawford on Dec 20, 2022

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