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In this episode, we're joined by a bold, sexy woman in her 50s who’s single, self-aware, and not afraid to speak the truth about dating at this stage of life. We dive deep into what’s actually going on for women in their 50s—physically, emotionally, and romantically.
She shares what men are doing that works, what’s turning women off faster than you can say “hey beautiful,” and the kind of communication that truly feels attractive and emotionally safe. We also get real about how things like hormones, life experience, and shifting priorities impact how women date and what kind of connection they’re open to now.
If you’ve ever wondered how to better connect with women in their 50s or you're re-entering the dating world yourself, this conversation is packed with what you need to know to date in this age range successfully.
Need personalized coaching to get out of your dating rut??
>>>To become the most witty, charming, attractive and polished version of yourself, apply to work with Kristen here: https://www.kristenandchilldating.com/coaching
>>>Get A FREE Dating Playbook Session with Marni’s Wing Girl Team. Apply Here: https://winggirlmethod.com/letmehelp
Learn more about your ad choices. Visit podcastchoices.com/adchoices
Dating is challenging enough, so why make it harder by hiding your true self and not asking for what you want? This week, we’re joined by Dr. Lisa Marie Bobby, coach and therapist at GrowingSelf.com, who shares powerful insights on building self-confidence and showing up authentically in your love life. She also breaks down attachment styles - how to identify yours and what it means for your relationships. If yours isn’t serving you well, don’t worry, Dr. Bobby provides practical tools to help you shift toward healthier, more fulfilling connections.
>>>To become the most witty, charming, attractive and polished version of yourself, apply to work with Kristen here: https://www.kristenandchilldating.com/coaching
>>>Get A FREE Dating Playbook Session with Marni’s Wing Girl Team. Apply Here: https://winggirlmethod.com/letmehelp
This week's episode is brought to you by Beducated. Get an additional 10% off at https://beducate.me/pd2510-askwomen
https://beducate.me/pd2510-askwomen
Learn more about your ad choices. Visit podcastchoices.com/adchoices
Can your taste in music lead you to love? In this episode, we’re joined by Rachel Van Nortwick, creator of the dating app Vinylly, to dive into the power of music in romantic connections. We explore why sharing playlists might be more telling than answering dating profile prompts and how musical chemistry can spark real-life attraction.
Plus, we break down the transition from working together to dating - when it works, when it doesn’t, and how to navigate the shift without hitting a wrong note.
If you’ve ever bonded over a band or wondered if your favorite song could lead you to your person, this episode is for you.
Join Vinylly at https://vinyllyapp.com
>>>To become the most witty, charming, attractive and polished version of yourself, apply to work with Kristen here: https://www.kristenandchilldating.com/coaching
>>>Get A FREE Dating Playbook Session with Marni’s Wing Girl Team. Apply Here: https://winggirlmethod.com/letmehelp
This week's episode is brought to you by Beducated. Get an additional 10% off at https://beducate.me/pd2510-askwomen
https://beducate.me/pd2510-askwomen
Learn more about your ad choices. Visit podcastchoices.com/adchoices
Confidence isn’t just about what you say - it’s about how you say it. This week, we're joined by speaking empowerment coach Linda Ugelow, who reveals the subtle yet powerful ways you can show confidence to women through your voice, tonality, and presence while eliminating anxiety.
Learn how to make women lean in, listen, and think, Wow, that guy is confident—without trying too hard. We break down the psychology behind vocal authority, the small shifts that make a big impact, and why confidence is one of the sexiest traits you can embody.
Tune in now and start owning the room with your voice. 🔥
This week's episode is brought to you by Beducated. Get an additional 10% off at https://beducate.me/pd2510-askwomen
https://beducate.me/pd2510-askwomen
>>>To become the most witty, charming, attractive and polished version of yourself, apply to work with Kristen here: https://www.kristenandchilldating.com/coaching
>>>Get A FREE Dating Playbook Session with Marni’s Wing Girl Team. Apply Here: https://winggirlmethod.com/letmehelp
Learn more about your ad choices. Visit podcastchoices.com/adchoices
This week's episode with Dave Stultz from LimitlessBrave.com goes DEEP into what steps to take to EXPAND your world so you can meet more women. We also talk about HOW to meet them as well as masculinity - what's the perfect balance of it, how do you express it and why do women love it so much?
>>>To become the most witty, charming, attractive and polished version of yourself, apply to work with Kristen here: https://www.kristenandchilldating.com/coaching
>>>Get A FREE Dating Playbook Session with Marni’s Wing Girl Team. Apply Here: https://winggirlmethod.com/letmehelp
Learn more about your ad choices. Visit podcastchoices.com/adchoices
Show Update! We will now be releasing episodes every Tuesdays!
In this throwback episode, we have dating coach and matchmaker Laurel House host of Famously Single. We talk about pre-qualifying, what does it mean, how do you do it and what questions to ask so you don't waste your time and money on the wrong girls.
>>>To become the most witty, charming, attractive and polished version of yourself, apply to work with Kristen here: https://www.kristenandchilldating.com/coaching
>>>Get A FREE Dating Playbook Session with Marni’s Wing Girl Team. Apply Here: https://winggirlmethod.com/letmehelp
Learn more about your ad choices. Visit podcastchoices.com/adchoices
Women in their 40's are a HUGE category of women! Some are single moms, some are ball buster alpha females in the business world, some are wounded from past experiences with men. So how do you navigate these muddy waters? Our guest Heidi who works in the finance industry is going to tell you her experience as a single mom, kick ass business woman dating in today's world. She'll tell you what works and what doesn't work. What to expect and what "things" really mean that come out of the mouth of a woman in her 40's. This was a great episode and even if you are a woman, you will learn something from this!
>>>To become the most witty, charming, attractive and polished version of yourself, apply to work with Kristen here: https://www.kristenandchilldating.com/coaching
>>>Get A FREE Dating Playbook Session with Marni’s Wing Girl Team. Apply Here: https://winggirlmethod.com/letmehelp
Learn more about your ad choices. Visit podcastchoices.com/adchoices
Women in their 40's are a HUGE category of women! Some are single moms, some are ball buster alpha females in the business world, some are wounded from past experiences with men. So how do you navigate these muddy waters? Our guest Heidi, a single NYer who works in the finance industry, is going to tell you her experience as a single mom, kick ass business woman dating in today's world. She'll tell you what works and what doesn't work. What to expect and what "things" really mean that come out of the mouth of a woman in her 40's. This was a great episode and even if you are a woman, you will learn something from this!
>>>To become the most witty, charming, attractive and polished version of yourself, apply to work with Kristen here: https://www.kristenandchilldating.com/coaching
>>>Get A FREE Dating Playbook Session with Marni’s Wing Girl Team. Apply Here: https://winggirlmethod.com/letmehelp
In this throwback episode, we have actress Catherine Urbanek with us to discuss how to handle heartbreak and rejection as Kristen got her heart a bit broken when reentering the world of dating after ending an 8 year relationship years ago. We all go through it at one point or another, so knowing that it's normal but moving forward and showing yourself grace and self love is the best way to grow so you can find your true love.
>>>To become the most witty, charming, attractive and polished version of yourself, apply to work with Kristen here: https://www.kristenandchilldating.com/coaching
>>>Get A FREE Dating Playbook Session with Marni’s Wing Girl Team. Apply Here: https://winggirlmethod.com/letmehelp
Learn more about your ad choices. Visit podcastchoices.com/adchoices
Figuring women out can be so hard, BUT IT DOESN'T HAVE TO BE because you always have us. But, today you ALSO have sought-after dating coach for women, Kelsey Wonderlin on to give us EVEN MORE insights into women: what they say they want versus what they really want, how to be yourself AND the guy they want and on and on and on. This show covers it all!
>>>To become the most witty, charming, attractive and polished version of yourself, apply to work with Kristen here: https://www.kristenandchilldating.com/coaching
>>>Get A FREE Dating Playbook Session with Marni’s Wing Girl Team. Apply Here: https://winggirlmethod.com/letmehelp
Learn more about your ad choices. Visit podcastchoices.com/adchoices
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