# the relationship advice every high-achieving woman needs ft. Kaela Ason Page: https://stenobird.com/podcast/unwineding-489581/the-relationship-advice-every-high-achieving-woman-needs-ft-kaela-ason Text version: https://stenobird.com/podcast/unwineding-489581/the-relationship-advice-every-high-achieving-woman-needs-ft-kaela-ason.md Podcast: [Unwineding](https://stenobird.com/podcast/unwineding-489581) Published: 2026-06-28T16:01:00+00:00 Episode link: https://pscrb.fm/rss/p/clrtpod.com/m/pdrl.fm/c75a2e/traffic.megaphone.fm/WIZD3275059986.mp3 Audio file: https://pscrb.fm/rss/p/clrtpod.com/m/pdrl.fm/c75a2e/traffic.megaphone.fm/WIZD3275059986.mp3 Processing state: not_requested JSON: https://stenobird.com/v1/public/podcasts/unwineding-489581/episodes/the-relationship-advice-every-high-achieving-woman-needs-ft-kaela-ason Duration seconds: 2701 ## Resource Hi ladiesss! This week, I'm joined by therapist Kaela Ason for a conversation that felt like therapy for every high-achieving woman who's ever overthought a text, treated dating like a checklist, or wondered why relationships can feel so much harder than everything else she's accomplished. We talk about why so many successful women struggle in relationships, why we get attached to people we barely know, and how anxiety can make us focus on being chosen instead of doing the choosing ourselves. Kaela breaks down the difference between anxiety and intuition, discernment and self-sabotage, and why so many of us intellectualize our feelings instead of actually letting ourselves feel them. We also get into people-pleasing, perfectionism, self-trust, and why having your life together doesn't necessarily make relationships feel easier. We talk:• why high-achieving women tend to overthink relationships• getting attached to people we barely know• treating dating like a checklist instead of asking how we actually feel• anxiety vs. intuition (& how to tell the difference)• discernment vs. self-sabotage• why people-pleasing shows up so often in dating• learning to trust yourself, even when relationships don't work out• trying to be chosen instead of doing the choosing• why successful women can struggle with relationships and vulnerability• perfectionism, self-worth, and the pressure to always have it all together• confusing peace with boredom and chemistry with chaos• building self-trust and learning to feel safe in healthy relationships & so much more. As always, take whatever you need and leave the rest. LOVE YOU. Thank you so much to Quince for sponsoring this week's episode! Elevate your summer wardrobe at: quince.com/unwineding (the 100% Linen Pants are everything). SAY HI: fo… ## Actions - request_transcript: `POST https://stenobird.com/v1/public/podcasts/unwineding-489581/episodes/the-relationship-advice-every-high-achieving-woman-needs-ft-kaela-ason/transcription-requests` — Idempotently request low-priority transcript generation for this episode. - read_markdown: `GET https://stenobird.com/podcast/unwineding-489581/the-relationship-advice-every-high-achieving-woman-needs-ft-kaela-ason.md` — Read the agent-friendly Markdown representation of this episode resource. A page view does not enqueue transcription. Agents should invoke `request_transcript` explicitly when they need this episode processed. ## Transcript Full transcripts are not published on public pages unless there is a clear rights basis.