In this candid conversation, Alex Whitfield sits down with Ontario divorce lawyer Justin Lee to unpack the realities of marriage, divorce, and what entrepreneurs often overlook when it comes to love and legacy. From legal strategies to cultural taboos, this episode dives deep into the personal and professional consequences of modern relationships.
Topics covered include:
How divorce courts really work in Ontario
Common mistakes entrepreneurs make before marriage
The truth about prenups — who they protect and who they don’t
Why men often lose in court and how to prepare
Real stories of million-dollar divorces in Toronto
How to protect your business and assets before it’s too late
Cultural taboos in the Black community around marriage and divorce
Advice for young entrepreneurs who want love and legacy
Chapters:
00:00 Intro
03:08 Understanding Divorce Law and Its Impact
05:54 The Importance of Prioritizing Relationships
08:55 Cultural Perspectives on Marriage
11:49 Men's Roles and Expectations in Relationships
14:51 The Subtle Signs of Relationship Decline
18:11 Personal Experiences with Divorce
21:13 Reconciliation: Is It Possible?
24:03 The Nature of Love and Marriage
27:06 Prenuptial Agreements: A Necessary Discussion
30:05 Financial Considerations in Marriage
33:06 Long-Term Projections in Relationships
41:16 The Emotional Disconnect in Professional Advice
44:07 The Irrationality of Divorce Decisions
46:14 Understanding Legal Strategies in Divorce
49:40 The Cost of Legal Representation
52:28 The Underlying Reasons for Divorce
56:36 The Role of Love Languages in Relationships
01:00:51 The Impact of Financial Disparities on Relationships
01:05:09 Navigating Business Partnerships in Marriage
01:09:11 Accountability and Faults in Relationships
01:14:16 Cultural Influences on Divorce Perspectives
Boysober
Have you ever wondered what life might be like if you stopped worrying about being wanted, and focused on understanding what you actually want? That was the question Hope Woodard asked herself after a string of situationships inspired her to take a break from sex and dating. She went "boysober," a personal concept that sparked a global movement among women looking to prioritize themselves over men. Now, Hope is looking to expand the ways we explore our relationship to relationships. Taking a bold, unfiltered look into modern love, romance, and self-discovery, Boysober will dive into messy stories about dating, sex, love, friendship, and breaking generational patterns—all with humor, vulnerability, and a fresh perspective.
On Purpose with Jay Shetty
I’m Jay Shetty host of On Purpose the worlds #1 Mental Health podcast and I’m so grateful you found us. I started this podcast 5 years ago to invite you into conversations and workshops that are designed to help make you happier, healthier and more healed. I believe that when you (yes you) feel seen, heard and understood you’re able to deal with relationship struggles, work challenges and life’s ups and downs with more ease and grace. I interview experts, celebrities, thought leaders and athletes so that we can grow our mindset, build better habits and uncover a side of them we’ve never seen before. New episodes every Monday and Friday. Your support means the world to me and I don’t take it for granted — click the follow button and leave a review to help us spread the love with On Purpose. I can’t wait for you to listen to your first or 500th episode!
Dateline NBC
Current and classic episodes, featuring compelling true-crime mysteries, powerful documentaries and in-depth investigations. Follow now to get the latest episodes of Dateline NBC completely free, or subscribe to Dateline Premium for ad-free listening and exclusive bonus content: DatelinePremium.com