Leslie Woo, Metrolinx’s Chief Planning Officer, approaches everything with curiosity. With an extensive background in both the private and the public sector, Woo is the kind of person who will move to a new position to fill an education gap and learn how everything connects. She calls it design or systematic thinking, something she acquired through her architectural background.

“Every time I twisted and turned in my career, it was because fundamentally, in my work, I identify something that drives me to solve some other underlying problem somewhere else,” she said.

Woo grew up in Trinidad with a middle class family surrounded by poverty, something she says is one of the reasons why she went into architecture and urban planning — to give back to the community. Architecture, Woo said, is an “interesting bridge between community and planning.” Her mother, who was interested in interior design, encouraged Woo in her love of math, art, and language, leading to a study abroad in in Canada.

When she arrived in this country, she found a hostile climate and a foreign landscape. Even the language was difficult, as she had a thick accent. But, Woo pushed through the culture shock, falling in love with environmental studies and city building.

“In reflection, everything in my life and career is about creating roots and being grounded and establishing a place for myself and for my kids and family,” she said. “This interest in urbanity and quality of space and access, that’s where it comes from.”

Woo’s career is extensive. Prior to joining Metrolinx, she worked with the Waterfront Regeneration Trust as well as Waterfront Revitalization, helped shape the Greater Golden Horseshoe Growth Plan with the Ontario Growth Secretariat, and acted as strategic policy director for the Ministry of Training Colleges and Universities.

At Metrolinx, Woo developed a large and expanding portfolio. She is responsible for the long-term vision of the provincial transit agency, based on The Big Move, a vast plan to create one of the “largest and fastest-growing urban regions in North America.” She is responsible for $31 billion worth of capital public investments and drives corporate sustainability and innovation.

“I don’t know that I have a love for transit planning to be honest,” she said. “I have a love for city building, and you can’t build a city without mobility. This job has changed three, four times as the organization has grown, as we have continuously demonstrated our capabilities and our expertise, and we have been rewarded to be a larger contributor to the success of the region. That energizes me. Transportation planning is part of the puzzle I have spent the last 10 years trying to solve.”

She is currently leading the 2041 Regional Transportation Plan, which will build on the foundations created between 2008 and 2018, and help create a fully integrated transportation system across the province. Woo says her biggest challenge was to separate herself from the original Big Move plan and take an objective view, focusing on fresh ideas. The first round of consultations has just finished.

“The people using the system, municipalities and public, they have real insights that are important,” she said. “Now we are focused on the ‘how’ – we feel like what we’ve got is a strong validation of the ‘what’ – the direction, the vision. The ‘how’ is about who is making the decisions, how will you prioritize, how will you develop the evidence, where is the money going to come from, what is the role of municipalities?”

In addition to her work, Woo is deeply interested in mentoring and building up women. She said she was blinded about the gender divide in her early career, as a woman from a matriarchal family. But then, she took part in The Judy Project, an executive program within the Rotman School of Management in Toronto that helps prepare women for executive and CEO positions. The program really opened her eyes to the challenges women face in business.

For example, she said data showed that when someone was meeting a woman for the first time, they judged them 60 per cent on how they looked, 30 per cent on how they sounded in terms of their voice, and only a small percentage of what they actually said. “That for me was disturbing but really helpful in how I speak with other women,” Woo said. “It’s a great time to be a woman right now, but it is going much to slow.”

She continued her development at Harvard through a custom designed leadership program. As part of this fellowship, she founded She Builds Cities, a website where she showcases female city builders, people she has admires within the profession. She also leads Metrolinx’s network for women in management, which includes a mentorship program.

“I have formally and informally mentored younger women, older women, I have been mentored myself – I’ve been reversed mentored by younger women, which is refreshing,” she said. “Coaching, sponsoring, those are all things that are important. In my career, I had many mentors…men and women!”

Woo celebrated her 10-year anniversary at Metrolinx this week.

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