Love, Legacy & Dating: Elite Matchmaking with Tammi Pickle

Unsure on where to start in your holistic legacy planning? Frustrated by the lack of support needed to clarify your vision for your personal legacy? Imagine turning that around in just six months. Get the coaching you need to define, develop and execute your legacy and design your plan with our expertise and insights. Get started by subscribing: www.designurlegacy.com!

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Dating can be fun, but it can also be filled with awkward moments. From a distance, it’s easy to think luck or fate will eventually just step in. But the truth? About half of Americans are statistically single – add a very successful career, investments, a reputation to protect – and many individuals don’t know how to successfully navigate to find a complimentary partner. Without the right knowledge and guidance, it’s the default to stay single or become disillusioned. So how do you, as a highly successful individual, not just fish in better ponds but show up to win – even if it feels vulnerable to ask for coaching or call on an expert?

In this podcast episode, hostess Angelina Carleton speaks with NextGen ‘woman in family business’ member Tammi Pickle out of the Los Angeles, California area. Tammi is one of the owners of Elite Connections, founded in 1994, and we unpack what makes dating work well today – both in what needs to stay traditional as well as ‘the swipe’ habit with social media and dating sites. From your holistic legacy to her vision on legacy, tune in to hear an honest take on elite matchmaking, today’s landscape for selective dating, and why finding love still matters. Learn more at https://eliteconnections.com/elite-advantage or https://www.linkedin.com/in/tammi-pickle-36060648.

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At Legacy Planning©, we work with accomplished entrepreneurs, wealth creators, and family stewards who are ready to turn their success into lasting significance. Our advisory practice helps you clarify what truly matters—beyond balance sheets and business exits. We guide you in aligning your values, wealth, relationships, and impact into a living legacy you can lead with confidence today, and pass on with purpose tomorrow. Whether you're navigating a personal transition, succession planning, or seeking deeper meaning after financial success, we provide the structure and space to ask life's most important question: What will you leave in the hearts and hands of others? Because legacy isn’t what you leave behind—It’s how you show up now.

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