The Bay Street Suit Challenge is Back!

While the unemployment rate in Canada is at its lowest levels in decades, women in the workforce continue to be adversely impacted.

While the unemployment rate in Canada is at its lowest levels in decades, women in the workforce continue to be adversely impacted.

Three quarters of part time workers in Canada are women, citing a reduction in their hours to support family, home and childcare. Women are also taking jobs below their qualifications and are significantly less likely than men to be promoted. In fact, women are 60% less likely to move from middle management into the executive ranks than men.

Ensuring a woman’s economic stability and independence helps to break the cycle of poverty for them, their children, dependents, and future generations.

The Bay Street Suit Challenge is our largest annual fundraiser that fosters teamwork and community spirit in support of economic empowerment and independence for our Clients living in the GTHA.. This campaign challenges individuals and corporate teams to donate funding and select professional attire while engaging in a little friendly competition.

This campaign powers our programming and empowers our Clients with the confidence they need to secure meaningful, long-term employment.

What to Expect in 2022:

  • 1. This year’s Challenge will feature a two-week fundraising and clothing donation drive, running from October 17 – 28, 2022.
  • 2. Participants will work together to raise funds and collect the select professional clothing and accessories that are most in demand.
  • 3. Organizations will raise funds and go head-to-head and complete against each other to secure the ultimate bragging rights and year-long recognition of support.
  • 4. The Top Fundraising Team and the Top Individual Fundraiser will be celebrated at our Wrap-Up event and will be recognized as official Dress for Success Toronto Ambassadors.

We are asking local business and corporate organizations in the GTHA to champion the Bay Street Suit Challenge and help us reach our $250,000 fundraising goal – our most ambitious goal yet!

How to Get Involved:

  • 1. Have your company become a Corporate Sponsor or Participant of the 2022 Challenge;
  • 2. Get your Employees Engaged by raising funds and collecting specific clothing;
  • 3. Join us for our In-Person Wrap Party and unveiling of the 2022 Challenge results!

This year, participants of the Bay Street Suit Challenge are invited to collect the following womenswear items as part of the Challenge:

  • • Flat Shoes (all sizes)
  • • Professional Footwear (all sizes)
  • • Blazers & Suits (all sizes)
  • • Shirts / Blouses / Tops (all sizes)
  • • Outerwear / Winter Coats (all sizes)
  • • Fall / Winter Dresses (all sizes)
  • • Classic / Professional Jewelry
  • • Professional Handbags / Purses


Ready to join the Challenge? There’s still time to sign up – contact us to learn more and get started!

Please donate today to empower our community forward.

Our goal is to raise $5,000 in financial donations. If we reach this goal, Pixie Mood will donate 100 handbags to DFS Toronto.

How Your Financial Gift Supports Our Mission:

  • $1,000 – Sponsor a Client’s Entire Journey – Provides one Client with full access to all of our programs and services for one year.⁠
  • $500 – Sponsor a Client’s Participation in the Working Women’s Group – Provides one Client with access to our Working Women’s Group, a collaborative cohort program where participants can connect, network and develop their professional skills.
  • $300 – Sponsor a Client’s 1-on-1 Mentorship – Provide one Client full access to our career support mentorship program, where they can receive personalized, 1-on-1 support with a career specialist.
  • $150 – Sponsors a Client’s Professional Attire – Provide one Client with two, personal one-on-one consultations in person at our Boutique or virtually over Zoom, where they receive a full weeks worth of professional attire.
  • $75 – Sponsors a Client’s First Service – Provide one Client with their first appointment at our Boutique or participation in their first virtual workshop, giving them access to our network and program newsletters.
  • $50 – Sponsors a Client’s First Article of Professional Attire – Provide one Client with their first ‘empowerment piece’ of professional attire that they can wear to upcoming interviews.

Dress for Success Toronto | Sponsors & Partners

Dress for Success Worldwide is grateful to the many corporate partners who have helped our organization serve more than 775,000 women globally. These relationships provide critical financial support, enabling us to enhance the continuum of services and programs we offer to our clients. Dress for Success welcomes sustainable, mutually beneficial partnerships that reward everyone involved – our sponsors, the organization and most importantly, the women we serve.

Annual Sponsors
Sustaining Partners
Program & Event Partners
Supporting Organizations

At Dress for Success Toronto, we are so thankful to have such wonderful individuals who dedicate their time and energy to support our mission and the women we serve — we couldn’t do the work we do without them.⁠

As we look to grow our service delivery in 2023, we are actively seeking new volunteers to join our incredible team. If you resonate with our mission, values, and are interested in volunteering, please submit an application to join our volunteer team!