Konversations With Kai
by Kai
Beyond the title and the polished introduction is a person with a story. Konversations with Kai™ makes room for that story through thoughtful, candid conversations about the experiences that shape us and the human questions that connect us. As a matchmaker, Kai brings a natural curiosity about what makes people who they are. But these conversations reach well beyond dating and matchmaking, following the story wherever it leads. Warm, perceptive, and sometimes funny, the show looks past the résumé to meet the person behind it. Kai is the founder of Black Tie Introductions™, a private matchmaking firm serving accomplished men, and is known professionally as “Matchmaker to the 1%™.” Kai is also the author of Done Swiping and an ESSENCE contributor. As host of Konversations with Kai™, Kai brings a matchmaker’s curiosity to the people and
Episodes
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When Achievement Stops Being Enough: Building a Living Legacy | Maria Emma
You reached the goal. Earned the position. Did what you were supposed to do. Why does the next achievement still feel like it won’t be enough? Legacy Architect Maria Emma Isa joins Kai for a thoughtful Konversation about redefining success, finding belonging, and deciding who your life and work...
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Rebuilding After Business Loss and the Power of Storytelling | Robert Kennedy III
The company was gone. The debt remained. Then came a knock at the door and a yellow envelope. Professional speaker Robert Kennedy III joins Kai for a candid Konversation about losing his business, rebuilding, and recognizing the stories we carry through difficult seasons. Robert explains how…
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Beyond the Itinerary: Travel That Feels Like You | Janay Trevillion
What if your next vacation began with how you want to feel? A packed itinerary can leave you needing another vacation. In this episode of Konversations with Kai, travel curator Janay Trevillion, founder of Curated Passport Collective, explores how thoughtful travel planning makes room for what…
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Don’t Wait for a Crisis to Show Up | Julie Duncan
You’ve been meaning to call. To visit. To check on someone who crossed your mind. Then another ordinary day gets away from you. What if those ordinary days are where our most important relationships are built? On this episode of Konversations with Kai, Kai sits down with Certified Master Life…
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Successful but Exhausted: Burnout, Nutrition & Recovery | Shah Ahmed
You’re meeting the deadlines, solving the problems, and keeping everything moving. But what is it costing you to keep performing? On this must listen to episode of Konversations with Kai, Kai sits down with Shah Ahmed, a Registered Nutritionist and Burnout & Energy Recovery Nutritionist, to…
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When Being the Strong One Costs You Yourself | Casandra Austin-McDonald
Everyone knows you can handle it. But what happens when you can’t—or when you no longer want to carry everything? On this powerful episode of Konversations with Kai™, Kai sits down with Somatic Identity Guide Casandra Austin-McDonald for a personal Konversation about over functioning, burnout,...
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Starting Over at Midlife: Dating, Self-Worth & Finding Your Voice | Rivkah Sherr
What if the middle of your life is when you finally begin choosing yourself? In this episode of Konversations with Kai™, Kai sits down with advocate and founder Rivkah Sherr for a candid conversation about starting over at midlife, dating after divorce, and rebuilding a life that reflects who you...
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What Happens When Keeping the Relationship Costs You Yourself? | T.R. Monroe
What happens when keeping a relationship starts to cost you your sense of self? During this episode of Konversations with Kai™, Kai chats with author, life coach, educator, and mother T.R. Monroe about grief, people-pleasing, relationship boundaries, and finding your way back to yourself. T.R....
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When You Outgrow the Life You Prayed For | Antionett Beck-Doss
What happens when you outgrow a life you once prayed for? In this episode Kai talks with Antionett Beck-Doss, Founder and CEO of Mobile Genetix DNA, about starting over after success, returning to healthcare, and pursuing opportunities in Southeast Asia. Antionett reflects on faith, purpose,...
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When the Publicity Strategist Had to Find Her Own Voice | Lilian Sue
What happens when you spend years helping other people share their stories, but hesitate to share your own? In this episode of Konversations with Kai™, Kai talks with Lilian Sue, a publicity strategist and specialist, about the moment she realized she couldn’t teach others to reclaim their voices...
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What happens when being the smart one stops working? | Rachael Jencks
What happens when being the smart one stops working? On this episode of Konversations with Kai™, Kai talks with Rachael Jencks, confidence coach, entrepreneur, and mom of six, about self-trust, business confidence, and making decisions when there’s no clear right answer. Rachael shares how being...
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What Happens to Your Relationships When You Lose Yourself? | Anna DiCarlo
What happens to our relationships with other people when we’ve lost our relationship with ourselves? In this episode of Konversations with Kai™, Kai talks with Anna DiCarlo about losing touch with yourself, adapting to other people’s expectations, and finding your voice again through small,...
About this show
Beyond the title and the polished introduction is a person with a story. Konversations with Kai™ makes room for that story through thoughtful, candid conversations about the experiences that shape us and the human questions that connect us.
As a matchmaker, Kai brings a natural curiosity about what makes people who they are. But these conversations reach well beyond dating and matchmaking, following the story wherever it leads. Warm, perceptive, and sometimes funny, the show looks past the résumé to meet the person behind it.
Kai is the founder of Black Tie Introductions™, a private matchmaking firm serving accomplished men, and is known professionally as “Matchmaker to the 1%™.” Kai is also the author of Done Swiping and an ESSENCE contributor. As host of Konversations with Kai™, Kai brings a matchmaker’s curiosity to the people and
Hosted by
Kai