Lennard is a proud Winnipegger and loves to contribute what he can when it comes to causes in his community. He has made financial donations and has donated his time, talent, and fashion pieces to many worthy organizations. With his efforts in the past 10 years he has raised over $150,000 cumulatively for various organizations and charities. These include:

- Ronald McDonald House Charities

- The Royal Winnipeg Ballet

- Upside Down Tree

- Rainbow Railroad

- Winnipeg Symphony Orchestra

- Fort Whyte Alive

- Ducks Unlimited

- Main Street Project

- Dream Makers (Factory)

- Boys & Girls Club of Canada (Winnipeg)

- Winnipeg Jazz Orchestra

- Shakespeare in the Ruins