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Ep 3 – One Tech CEO’s money journey through entrepreneurship, relationships, and death

By Kind Wealth | Jul 9, 2020

Erin Bury joins us for Episode 2. Erin is an entrepreneur, speaker, startup advisor, and former technology journalist. She is the co-founder and CEO at Willful, an online estate planning platform that makes it easy […]

Ep 2 – How to navigate the promise and pitfalls of rental income properties

By Kind Wealth | Jul 1, 2020

Today’s guest is Meghan Chomut. Meghan is an Entrepreneur, Real Estate Investor, Media Personality, and Financial Planner for families with rental properties. After completing a degree in finance from Lakehead University, Meghan spent time at […]

David O’Leary on RateHub.ca’s Real Money Talk Podcast

By Kind Wealth | Jun 29, 2020

Episode Description David started investing in 1996 at age 18 and enjoyed early success thanks to tech market giants and the internet. After growing his portfolio to $10,000, he was hooked, but not playing with […]

I filed for bankruptcy at 25. Now I help others manage their money.

By Kind Wealth | Jun 12, 2020

This article was commissioned by Lowestrates.ca as part of their Financially Naked series; a series of articles meant to eliminate the stigma around talking about our money mistakes by giving people the space to bare all about […]

Ep 01: I claimed bankruptcy at 25, now I manage other people’s money

By Kind Wealth | May 12, 2020

Welcome to the first episode where your host Dave O’Leary, shares his personal story of claiming bankruptcy at just 25 years old. Dave details how his troubles unfolded, the painful financial collapse he suffered, the […]

Special Episode: One entrepreneur’s fight to survive the global pandemic

By Kind Wealth | Apr 28, 2020

In our inaugural episode, we sit down with one entrepreneur who gives us a behind the scenes account of her journey starting and running a small business and how her world got turned upside down […]

Investing in the time of Coronavirus

By Kind Wealth | Apr 11, 2020

Part 1: Life in the time of Corona money series.

Since Coronavirus became a global pandemic, the markets have been fluctuating wildly. In this video, David O’Leary discusses how to think about investing in a time of so much fear and uncertainty.

The truth about doing well by doing good

By Kind Wealth | Oct 6, 2019

This article was written for SeeChange Magazine. You can view the article here. Remember the 80s and 90s? Shoulder pads, briefcases—and the movie Wall St., which captured the spirit of the age. At the time, […]

9 financial tips for digital nomads

By Kind Wealth | Oct 6, 2019

Location independent, geographically fluid, timezone agnostic… these are just some of the terms that I’ve come to identify with recently. You see, I’ve been living life as an international digital nomad for the past few […]