Career Opportunities at BBBST

Add purpose to your profession and make a difference by working with a renowned nonprofit.

Imagine a world where every child received the care and support they needed to cope with adversities, trauma, and toxic stress. For over 100 years, Big Brothers Big Sisters of Toronto (BBBST) has been helping at-risk children and youth to overcome their adversities and develop the confidence they need to reach their full potential.

Current Openings

Vice President, Community Investment [permanent]

Deadline to apply: October 25th, 2026

Salary range: $120,000 – $140,000

Location: Toronto, Ontario (Hybrid)

Vacancy Declaration: This posting is for an existing vacancy.

AI Usage Declaration: BBBST does not use AI to screen, assess, or select applicants.

Big Brothers Big Sisters of Toronto has partnered with A&G Talent Solutions, a search firm committed to equitable and inclusive hiring practices. We welcome and encourage applications from all qualified individuals, including Indigenous people, persons with disabilities, members of visible minorities, and members of the 2SLGBTQIA+ community.

A&G is committed to an accessible and inclusive recruitment process. If you require an accommodation at any stage, please let us know. Information you share with us is kept confidential and used only for the purposes of this search.

We are grateful to all applicants who express interest in this position. Only those most closely aligned with the role will be contacted. A&G reviews all applications with care and does not use Artificial Intelligence (AI) to screen, assess, or select candidates. To learn more about A&G Talent Solutions, please visit: www.agtalentsolutions.ca

GRANT SPECILIST (12 MONTH CONTRACT)

Deadline to apply: November 27, 2026

Salary range: $57,500-60,000

Location: Toronto, Ontario (Hybrid)

Vacancy Declaration: This posting is for an existing vacancy.

AI Usage Declaration: BBBST does not use AI to screen, assess, or select applicants.

Job Title: Mentoring Program Specialist (Mental Health Focus- 12 Month Contract)

Deadline to apply: February 17th, 2026

Salary range: $55,000-$60,000

Location: Toronto, Ontario (Hybrid)

Vacancy Declaration: This posting is for an existing vacancy

AI usage Declaration: BBBST does not use AI to screen, assess, or select applicants.

The posting will be live until the position is filled or until the application deadline has passed. We thank all applicants for your interest. Only those selected for an interview will be contacted.

Employee Life

At BBBST, we focus on creating and maintaining a work environment where our employees are recognized and valued.

As part of one of the most multicultural cities in the world, it is our commitment to being a leader in supporting and celebrating the diversity of the people in Toronto. We take pride in our employee diversity at the agency and representing the communities we serve.

We have a strong work culture where we live by our values of unwavering integrity, trust and respect. We continue to build our great work culture through team building, professional development and social wellness and employee engagement activities.

We offer our employees a supportive work environment, a fair and competitive salary, extensive benefits package and retirement savings options. At our agency, we strongly believe in work-life balance and offer vacation and flexible time off for our employees to relax, recharge and spend time with their loved ones.

It is very important for us to have a positive work culture for our employees. We will always reflect on our policies and work environment to ensure the wellness of our employees.

Siobhan Calderbank's Bio

Siobhan Calderbank is an award-winning keynote speaker, leadership strategist, and Talent & Human Resources Executive with more than 20 years of experience transforming organizations, building inclusive cultures, and developing diverse leadership pipelines. Currently serving as Vice President, Talent & Performance Management at Element Fleet Management, she is recognized for leading large-scale organizational transformation, advancing talent and leadership strategies, and helping organizations build high-performing, future-ready teams.

Recognizing the need for greater access to mentorship and leadership development, Siobhan is dedicated to empowering women and youth, particularly those from underrepresented communities, through coaching, career development, networking, financial aid, and leadership-building opportunities. Her commitment to creating pathways for others to succeed is reflected in her extensive mentorship, community leadership, and advocacy efforts focused on supporting youth, women, newcomers, and emerging leaders.

As a globally recognized speaker, Siobhan has inspired audiences from more than 70 countries through conferences, corporate events, and leadership forums. She is a published author and contributor featured alongside influential thought leaders including Oprah Winfrey, Maya Angelou, John Lewis, and Deepak Chopra. Her thought leadership on leadership, change management, inclusion, and talent development has been featured across numerous publications and media platforms. Her voice has been featured on ABC, CBS, NBC, FOX, and CW, and she has appeared on Reuters and Nasdaq billboards in Times Square, as well as Planet Hollywood in Las Vegas.

Siobhan has held several leadership and advisory roles supporting diversity, inclusion, mentorship, and community development initiatives. Her contributions have been recognized through numerous honours, including being named one of the Top 100 Accomplished Black Canadian Women, receiving the Women of Inspiration Award for Diversity and Inclusiveness, and being recognized as one of the Top 100 Black Women to Watch in Canada.

She holds a Master of Arts in Leadership from Royal Roads University, a Certificate in Advanced Human Resources from Queen’s University, and a Bachelor of Commerce in Information Technology Management from Toronto Metropolitan University. Through her professional leadership and community service, Siobhan remains committed to helping individuals realize their potential and creating opportunities that enable future generations to thrive.