September 08, 2025

Making Sobriety Fun Again With Kristen McGuiness

48 minutes

In this episode of Sisters in Sobriety, Sonia and Kathleen sit down with bestselling author, storyteller, and coach Kristen McGuiness. Kristen is the author of 51/50: The Magical Adventures of a Single Life, her memoir about 51 dates in 50 weeks as a sober thirty-something navigating heartbreak, healing, and reinvention in Los Angeles. Today, she’s the CEO of Rise Literary and writes for outlets like The New York Times, Rolling Stone, and Marie Claire.

The conversation explores how Kristen created fun in early sobriety, what it took to spot red flags in dating, and how recovery can reshape your ideas of community, love, and marriage. She reflects on her wild twenties, the moment she decided enough was enough, and the role that therapy and 12-step programs played in helping her get sober for good.

Kristen shares powerful insights about creating a social life without alcohol, redefining intimacy, and staying grounded through parenting, marriage, and running a seven-figure business. She opens up about what sobriety looks like for her today, how she maintains a spiritual practice, and why community remains at the heart of her recovery.

Sonia and Kathleen also share their own dating stories and thoughts on marriage, space, and independence, making this a raw, real, and relatable episode for anyone rethinking what love and partnership look like in sobriety.

This is Sisters in Sobriety, the support community that helps women change their relationship with alcohol. Check out our Substack for extra tips, tricks and resources.

Time-Stamped Highlights

[00:01:00] Kristen introduces herself and shares her messy twenties before getting sober

[00:03:00] Stories of nightlife, risky behavior, and the moment she realized things had to change

[00:06:00] How therapy and 12-step programs became her entry point into sobriety

[00:09:00] Family intervention: the moment her uncles offered her a lifeline

[00:10:00] Kristen reflects on her fear of losing fun when she first got sober

[00:11:00] Building a foundation of fun in sobriety—clubbing sober and creating costumes

[00:13:00] Community as the secret weapon for staying sober and rewiring habits

[00:15:00] Loving life sober—how recovery became about joy, not just abstinence

[00:16:00] The origin story of 51/50 and how dating became a creative project

[00:18:00] Combining therapy, shamanic healing, and deep self-work while dating

[00:20:00] Redefining what she wanted in relationships and how her uncles modeled healthy masculinity

[00:23:00] Growing up emotionally in recovery and feeling “ten years behind”

[00:25:00] Realization that being single was the real adventure—not just a bridge to marriage

[00:28:00] Reinventing marriage rules: two homes, more freedom, and honest conversations

[00:30:00] Kristen’s perspective on ethical non-monogamy, open relationships, and independence

[00:31:00] The role of sex in dating—when it’s meaningful and when it’s just fun

[00:34:00] How intimacy has shifted in a long-term marriage and parenting partnership

[00:38:00] Raising kids in sobriety and passing on values of service and generosity

[00:43:00] Sobriety today—spiritual practices, community, and why meetings aren’t her mainstay

[00:46:00] The importance of honesty, accountability, and spiritual tools in long-term recovery

Kristen's Links

Rise Literary website

SIS Links

💌 Sisters In Sobriety Substack – where the magic (and the mocktail recipes) happen

📬 Sisters In Sobriety Email

📸 Sisters In Sobriety Instagram

🌐 Kathleen’s Website Kathleen does not endorse any products mentioned in this podcast

📸 Kathleen’s Instagram

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By Sonia Kahlon and Kathleen Killen

4.9

3333 ratings