Name: Why Working with Your Siblings Is So Hard (And How to Make It Wo…
Uploaded: 2026-08-12T08:45:29+00:00
Description: In this episode we unpack how to have a healthy and loving relationship with your siblings, even if they are working right alongside you! This is a flashback episod…

In this episode we unpack how to have a healthy and loving relationship with your siblings, even if they are working right alongside you!

This is a flashback episode from Season 2, where Steve Alessi sits down with his son, Chris Alessi, to discuss how they manage the challenges of serving with talented family members and work to avoid the dangers of sibling conflict in adulthood.

In their business of ministry, the four Alessi children - Christopher, Stephanie, Lauren and Gaby - have had to learn how to navigate the day-to-day responsibilities and relational bumps in the road that can happen in an office environment.

KEY TOPICS ABOUT SIBLING CONFLICT

We break down key strategies for effective communication and decision-making within family business management. You will gain clarity on balancing authority and affection, ensuring that your venture remains both profitable and harmonious. The Alessis provide actionable entrepreneurship tips that apply to any multi-generational or sibling-led company.

Subscribe for weekly family business advice breakdowns, and let us know in the comments: what is the biggest challenge you face when working with family members?

00:00 A New Member of TFB
3:09 Roots of Sibling Rivalry
7:57 Handling Feelings of Jealousy
13:03 Correcting Your Perspective
18:19.How Rivalry Affects The Family
25:49 Favoritism and Birth Order Issues
30:51 The Parent / Leader's Role
35:36 Closing Thoughts

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Why Working with Your Siblings Is So Hard (And How to Make It Work)