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Lisa Taylor - Challenge Factory. Toronto, ON, CA

Lisa Taylor

President | Challenge Factory

Toronto, ON, CANADA

Future of Work author, speaker, consultant and researcher






Lisa Taylor on lessons from the Internet Revolution for today's HR leaders What are the best professions for working past age 65




Lisa Taylor is a trail blazer intent on challenging outdated career thinking. Her work is focused on the Future of Work and key trends that are impacting workplaces and workforces.

As President of Challenge Factory and the Centre for Career Innovation, Lisa offers a dynamic perspective on how demographics, the freelance economy and new market dynamics present organizations and individuals with opportunities to gain strategic advantage.

Lisa is the author of “Retain and Gain: Career Management for Small Business”, a unique playbook published by CERIC and designed for the busy Canadian business owner, as well as a second book to be published by University of Toronto Press (UTP-Rotman imprint) in 2017 with a working title of “The Talent Revolution”.

With an MBA in Strategic Management and Public Administration from the Schulich School of Business at York University, Lisa was a senior consultant with Deloitte and held Practice Lead, National Managing Principal and Global Team roles with Hewlett-Packard (Canada) Co. In 2014, Lisa was recognized by the Urban Land Institute as one of Canada's Top 100 Women for her work in the areas of leadership, employment and city building. Lisa is a Canadian Special Operations Forces Regiment Association Board Member and a Member, Dean’s Advisory Council, The G. Raymond Chang School of Continuing Education at Ryerson University.

Lisa is a sought after expert, speaker and columnist—the go-to resource for helping companies recognize and adapt to changing career timelines and demographic composition. Her clients and audiences rely on her invaluable insights and real world know-how. Indeed, Lisa’s expertise is widely recognized and regularly cited in the Globe and Mail, Toronto Star, Sun Media, CBC, Zoomers Media, Rogers and other North American media sources.

Industry Expertise (7)

Human Resources

Management Consulting

Corporate Leadership

Professional Training and Coaching

Employment Services

Market Research


Areas of Expertise (27)

Work and Employment

Career Advice

Talent Acquisition

Employee Retention



Workforce Demographics

Workforce Engagement

Career Transition


Social Innovation and Entrepreneurship

Keynote Speaking

Research & Analysis



Hr & Talent Management

Hr Analytics

Military Transition Back to Civilian Life


Gen X

Gen Y Workforce

Generation Y

Generation X




Design thi

Accomplishments (2)

Top 100 Women in Canada (professional)


Recognized by Women in Leadership, part of the Urban Land Institute. Top 100 Women in Canada for leadership in employee and community building.

Outstanding Career Leader of the Year (professional)


Top award given by Career Professionals of Canada to a single leader from the field who has influenced the sector. Peer evaluated.

Education (2)

Queen's University: BA (Honours), Political Studies 1996

Schulich School of Business, York University: MBA, Strategic Management and Public Management 1998

Affiliations (2)

  • Board Member, Dean's Advisory Board, G. Raymond Chang School, Ryerson University
  • Board Member, Canadian Special Operations Regiment Association

Media Appearances (4)

Small Business Employee Retention

CBC Ottawa  radio


Interview on Ottawa Morning discussing research with small and medium size business owners that led to the my new book: Retain and Gain: Career Management for Small Business. Unscripted discussion with host and 1 other guest.

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Canadians are working longer and retiring later

The National, CBC TV  tv


Story includes me leading a workshop and also being interviewed on the topic of living and working longer.

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Companies Tap Alumni for New Business and New Employees

Wall Street Journal  print


Provided background for the story as well as quotes and connections for others the journalist could interview.

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Roundtable led by Conrad Black and Denise Donlon

Zoomer Media  tv


Unscripted roundtable discussion about trends in work, longevity and the aging workforce. Discussed employment, entrepreneurship and demographics in front of a live audience.

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Event Appearances (4)

The Uberfication of Careers

Cannexus 2017  Ottawa, ON


Global Workplace Demographic Trends Conference  San Francisco, CA


Fixing Your Broken Talent Escalators

Workforce OneStop, Conference Board of Canada  Toronto Ontario


Legacy Careers and Canada's Demographic Opportunity

Canadian Association of Gerontologists National Conference  Vancouver, BC




  • Keynote
  • Moderator
  • Panelist
  • Workshop Leader
  • Host/MC
  • Corporate Training


2500 to 50000+ *Will consider certain engagements for no fee

Articles (1)

Revolutions, Demographics and Legacy Careers



Journal for Career Development Professionals. Article begins on Page 11.

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