Navigating Intergenerational Discourse on Marriage and Relationships with Cassindy Chao & Shannon Lundgren

Today, I am pleased to welcome back to FOXCast Cassindy Chao and Shannon Lundgren, co-founders of Boutique Matchmaking, a high-end personal advisory practice that provides curated matchmaking, date coaching, and strategic consulting for multigenerational families of wealth. Cassindy and Shannon, and their firm Boutique Matchmaking, have been part of the FOX community as official marketing partners for the past year, and we are thrilled to have their expertise available to our FOX members.

In this episode, we tackle the topic of marriage and how it is handled among multigenerational enterprise families today. The commanding majority of never-been-married adults say they would like to get married someday, and probably all single people are hoping to at least find their soulmate. Parents often care about this topic at least as much as their single children do, and both generations want to see the other find happiness. Cassindy and Shannon share their experience on how families approach this important subject and describe the major shifts in norms, beliefs, and attitudes towards marriage among families of wealth.

Last time we spoke, we talked about the cloud that often hangs over the topic of romantic relationships and nuptial happiness, but this seems to be changing – people are increasingly open about acknowledging the importance of romantic relationships and nuptial happiness and are willing to utilize all the tools at their disposal to find the right person. Cassindy and Shannon talk about how family members – both young and older ones – can get the sophisticated help and best resources available to them in their quest for romantic happiness and a lifetime partner.

One practical consideration for multigenerational families is how the family’s values can or should play a role in the process of educating and helping younger rising-gen members find their romantic partners? And conversely, there is the reality of different perspectives that exist among generations, and the likelihood that the younger generation might have different worldviews or even values. Cassindy and Shannon offer some tips on how to manage this reality and rising complexity.

Finally, Cassindy and Shannon provide their advice and suggestions for parents who want to give their input on their children’s choice of a romantic partner, while at the same time, ensuring that both parents and adult children can set healthy boundaries regarding dating advice and involvement.

Enjoy this insightful conversation with two of the most experienced professionals on a topic of high importance for all members of multigenerational families.