About 29 Roots

Rooted in community.
Built for opportunity.

We help people turn potential into possibility through training, mentorship, meaningful connections and pathways to employment.

29 Roots works alongside participants, employers and community partners to help individuals develop the skills, confidence and opportunities they need to move forward.

29 Roots at a glance

1Community-based workforce development in Toronto
2Hands-on training, mentorship and employer connections
3Seven program areas, from skilled trades to digital and caregiving
4Pathways to employment, apprenticeship, entrepreneurship and education
Who We Are
We believe
potential is
everywhere.
Opportunity isn’t.

Creating pathways to meaningful employment.

29 Roots is a community-focused workforce development organization connecting people with practical training, mentorship, career development and employment opportunities.

People often need more than training alone. They need exposure, relationships, guidance, confidence and employers willing to give them an opportunity.

That’s where 29 Roots comes in.

We help participants move toward a meaningful next step: employment, apprenticeship, entrepreneurship or continued education.

The Meaning Behind 29 Roots

Strong futures need strong roots.

01

Roots in Community

People grow stronger when connected to mentors, peers, employers and organizations invested in their success.

02

Roots in Purpose

Training becomes meaningful when people understand where they’re going and can see a pathway toward a future.

03

Roots in Opportunity

Skills need somewhere to go. We connect development with employment, apprenticeship and entrepreneurial opportunities.

The 29 Roots Model

More than a program.
A pathway forward.

01

Connect

Connect participants with people, organizations and opportunities.

02

Train

Build practical, market-relevant skills through hands-on training.

03

Mentor

Provide coaching and mentorship to build confidence and navigate barriers.

04

Launch

Move toward employment, apprenticeship, entrepreneurship or continued education.

NETWORK → PROGRAM → MENTOR → EMPLOY
What Makes 29 Roots Different

Training is only
the beginning.

Our programs combine technical skills with the personal support and real-world connections people need to succeed on the job, and to stay there.

Practical Skills

Learning connected to real-world workplace requirements.

Personal Development

Confidence, communication, financial literacy and life skills complement technical training.

Mentorship

People participants can turn to for advice, encouragement and guidance.

Employer Connections

Training connected to employers, apprenticeships and career pathways.

Who We Serve

Opportunity should have more than one door.

For participants

Individuals

People seeking skills, direction, mentorship and a pathway toward meaningful employment.

For hiring

Employers

Organizations looking for motivated candidates while helping develop the workforce of tomorrow.

For collaboration

Community Partners

Organizations, educators, funders and agencies working together to create stronger employment pathways.

Our Programs

Programs that create pathways.

Skilled TradesTechnology & DigitalEntrepreneurshipCinematographyCommunity CaregivingEmployment ReadinessLife Skills & Mentorship
Our Impact

Our work is about
what happens next.

Success at 29 Roots isn’t measured by completing a program. It’s measured by the next step a participant takes.

Employment

Connecting job-ready participants with employers who are hiring.

Apprenticeship

Opening doors to the skilled trades and on-the-job learning.

Entrepreneurship

Helping people build businesses and create their own opportunities.

Education

Supporting participants who choose to keep learning and upskilling.

Employer Partnerships

Employers need talent.
Talent needs opportunity.

29 Roots works with employers to help bridge that gap, preparing motivated candidates with the practical skills, workplace readiness and support to succeed.

Employers can participate through:

  • Candidate recruitment and hiring
  • Apprenticeship opportunities
  • Work placements
  • Industry mentorship
  • Program input
  • Employer Townhalls
  • Sponsorship and community investment
Building Opportunity Together

It takes a community to build a career.

John Howard Society logo

New Partnership: John Howard Society Simcoe & Muskoka

New MOU29 Roots has signed a Memorandum of Understanding with the John Howard Society Simcoe & Muskoka to bring our Workforce Integration from Prison Program to the Simcoe & Muskoka region. Together, we will help people returning to the community after incarceration get skilled-trades training, mentorship, employer connections and apprenticeship pathways, starting December 2026.

Learn about the program

Government • Employers • Educators • Community Organizations • Funders

Leadership

People committed to creating opportunity.

Our team brings lived experience, community relationships and practical expertise to every program we deliver.

Michael Laidley

Michael Laidley

Founder & President

Michael leads the vision for 29 Roots, drawing on years of youth programming, mentorship and violence-prevention work across Toronto.

Ken Gray

Ken Gray

Vice-President

Ken guides strategy, marketing and partnership development, helping 29 Roots grow its reach with employers, funders and the community.

Yvonne Togue

Yvonne Togue

Programs Manager

Yvonne keeps our programs running day to day, from participant intake and assessment to coordinating facilitators and partners.

Karen Mighty

Karen Mighty

Head of Client Advocacy and Wrap-around Supports

Karen leads client advocacy and wrap-around supports, bringing over two decades of equity-focused, trauma-informed social services experience to every participant’s journey.

Get Involved

Your next chapter
can start here.

Whether you’re looking for training, looking for talent, or looking for a way to make an impact, there’s a place for you at 29 Roots.