Dating Intentionally

I'm chatting with Amy Nobile Messing, a holistic dating coach who "turbo dated" her way through NYC after leaving a 20-year marriage in her 40. She's now remarried and helping clients of all ages find love with intention. We're discussing everything from how to bring up your divorce on a first date to her four pillars for filtering someone out by date four. Amy also shares the trick question she uses to figure out if someone's actually ready for a relationship. At the end, we tackle a dating dilemma about navigating post-divorce dating when external markers like marriage and kids are off the table.

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I’m breaking down the real signs someone is actually ready for a relationship beyond what they say on a dating app or how excited they seem early on. I’m also covering what doesn’t mean much on its own (like good morning texts or initial excitement), how long it should realistically take to see these signs, and what you’ll never see from someone who’s truly ready. Along the way, I share personal examples from my relationship with Johnny. At the end, I tackle a dating dilemma from a woman whose boyfriend aired his doubts about her to his friends, which is causing them major issues.

Episode mentioned: are you ready for a relationship?

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In this episode, I'm chatting with Allora Dannon, who went on her first date ever at 32. She's now engaged, and we're discussing everything from how to bring up your lack of experience on a date to navigating physical intimacy when it's all brand new to grieving the timeline you thought you'd have while still moving forward. Whether you're a late bloomer yourself or you want to better support someone who is, this conversation is packed with encouragement and practical advice for anyone who's ever felt "behind." At the end, we tackle a dating dilemma about whether inconsistent texting is a real dealbreaker or a sign of self-sabotage.

Check out Allora on TikTok and grab her book!

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⁠Ask a question for me to answer on the pod⁠
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In this episode, I'm breaking down 8 things that seem like red flags but are actually just part of being with someone for a while, like feeling bored sometimes, not being "in love" every single day, having doubts, disagreeing about money, and yes, occasionally thinking about an ex. I'm sharing where the line is between normal and actually problematic, plus what Johnny and I have experienced along the way. At the end, I tackle a dating dilemma about whether needing to tell your partner how to show up for you is a sign to move on.
Mentioned in this episode:
Relationship Needs Masterclass - catch session two on 1/12!
Study on how often couples fight about money

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Pique Life: Unlock 20% off your first order! piquelife.com/dating
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AG1: Go to drinkag1.com/dating and get a FREE Welcome Kit with an AG1 Flavor Sampler and a bottle of Vitamin D3 plus K2 when you first subscribe!
Olive & June: DIY salon-level nails! Get 20% off your first mani system at oliveandjune.com/dating20

JOIN THE COMMUNITY
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CONNECT WITH ME:
⁠Ask a question for me to answer on the pod⁠
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MORE FREE ADVICE & CONTENT
⁠Free texting templates & dating FAQ guide⁠
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See Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info.

In this episode, I’m joined by dating coach Erika Ettin again to break down the mindset shifts that make dating feel calmer, clearer, and more intentional. We talk about dating NATO (not attached to outcome), avoiding pen-pal dynamics, reading texting patterns, and how to stay open without over-investing too early. At the end, we dive into a text support question from a listener about a promising first date that turns into confusing texting and how to handle it.

Where to Find Erika:
IG: https://www.instagram.com/alittlenudge
Podcast: https://sowemetonline.com/
Website: https://www.alittlenudge.com/

JOIN THE COMMUNITY
datingintentionallypod.com/community
CONNECT WITH ME:
⁠Ask a question for me to answer on the pod⁠
⁠Slide into my DMs on IG @dating.intentionally!⁠
MORE FREE ADVICE & CONTENT
⁠Free texting templates & dating FAQ guide⁠
⁠Get more dating advice from me on YouTube⁠
SUPPORT THE POD
⁠Rate on Apple
DATING COURSES
⁠Swipe, Match, Date - Master The Dating Apps⁠
Relationship Needs Master Class
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