Lo takes a wellness walk with content creator and podcast host Anna Kai through Midtown Manhattan — revisiting the very spot where Anna met her husband.

In this episode, Lo and Anna talk love, dating, and what it really takes to build a relationship that lasts. They share personal stories on setting boundaries, sobriety, and how confidence is the true key to romantic (and personal) success — with plenty of laughs and unfiltered wisdom along the way.

Key Takeaways:

1. Why self-confidence comes before a healthy relationship

2. The truth about ghosting, dating apps, and “the chase”

3. Sober curiosity and how drinking less changed their lives

4. How Anna went viral in her 30s and built a thriving media career

6. Real talk on modern relationships, red flags, and trusting your gut

Chapters:

00:00 – Welcome to Lo On The Go

01:10 – Anna’s love story: From dating apps to marriage

04:30 – When it’s comfort, not butterflies

08:00 – Sober curiosity & the mocktail movement

11:30 – Dating while exhausted & the myth of the spark

17:00 – Why Midtown still has magic

20:00 – Lo’s engagement & dating confidence in your 30s

25:00 – Myth or Truth: Ghosting, exes, and the chase

36:00 – Anna’s rise to podcast fame & finding your voice

40:00 – Final thoughts on love, confidence & showing up

Lo walks through Brooklyn with Emmy-winning journalist and menopause advocate Tamsen Fadal, who opens up about her own surprising journey through perimenopause — from panic attacks on live TV to being dismissed by doctors. Together, they unpack the gaps in women’s health education and what it really takes to advocate for yourself in a system that often leaves you guessing.

Tamsen and Lo dive into the symptoms no one talks about (hello night sweats and brain fog), hormone testing, what’s really happening to your libido, and why there’s no “one size fits all” approach to aging. This episode is essential listening for any woman wondering what’s going on with her body — and why no one prepared her for it.

Key Takeaways:

1. Why doctors aren’t taught menopause in med school — and why that matters

2. The signs of perimenopause and what bloodwork really reveals

3. What hormone therapy can help with — and when it’s not the right move

4. Why women are rewriting the rules on aging, sex, and self-care

5. How to prepare for doctor’s visits and advocate for your body

Chapters:

00:00 – Intro: Walking, wellness, and hormone talk

01:15 – Meet Tamsen Fadal & her live TV hot flash story

04:00 – The research gap in women’s health

07:30 – What perimenopause symptoms actually feel like

11:00 – Why bloodwork isn’t always enough

13:45 – Medical gaslighting & finding the right doctor

16:10 – Hormones 101: Estrogen, testosterone & beyond

20:30 – Tamsen’s new book How to Menopause

23:00 – Myth or Truth: Libido, testing, hormone therapy & more

29:00 – The gift of midlife: Confidence, freedom & thriving

In today’s episode of Lo On The Go, Lo Bosworth takes a misty walk through Madison Square Park with the multi-talented Cyrus Veyssi. From TikTok stardom to using humor as a tool for empowerment, Cyrus shares their journey of owning their narrative, challenging the gender binary, and why laughter — especially about yourself — is one of the most powerful forms of healing.

Lo and Cyrus head to Alo studios for pilates, while they explore mental health, body acceptance, and rebuilding strength after setbacks. Cyrus opens up about balancing wellness with compassion, the importance of doing things at your own pace, and why embracing imperfection can actually unlock deeper confidence.

Key Takeaways:

1. Confidence is a practice, not a personality trait — it’s a muscle you have to work on daily.

2. Wellness isn’t linear — healing and strength-building take time and self-compassion.

3. Humor can be a powerful way to process trauma — but laughing at yourself is different than laughing at others.

4. Social media can democratize storytelling — anyone can own their narrative, no permission needed.

5. Health isn’t always visible — true health and healing happen internally and can’t always be ""seen"" externally.

Chapters:

00:00 – Meet Cyrus: Comedian, Creator, Change-maker

02:01 – The Power of Walking and Movement for Mental Health

04:21 – TikTok Fame, Organized Chaos, and Doing it for the Girls, Gays, and Theys

08:01 – How Humor Helped Cyrus Find Empowerment

12:01 – Pilates, Mental Fortitude, and Healing After Surgery

17:01 – Building Confidence Like a Muscle

22:31 – The Myth of Visual Health and Compassion for All Bodies

28:01 – Funniest Things Learned on TikTok + Gen Z vs Millennials

34:01 – Myth or Truth: Trauma, Pronouns, and Owning Your Identity

42:01 – Final Reflections: Movement, Mindset, and Moving Forward

New York Times Bestselling Author, Fitness Instructor, Confidence Builder, Motivational Speaker, and Global Face of Peloton, Tunde Oyeneyin joins Lo Bosworth on Gut Feelings. Together, they dive deep into matters of head, heart, and health, exploring topics like overcoming body image issues, finding motivation to exercise, and the transformative power of positive self-talk. Plus, Tunde shares her personal journey, practical tips, and heartwarming anecdotes that make this conversation both inspiring and relatable. So get ready to be uplifted, motivated, and equipped with transformative advice to live your best life!

To get to know Tunde better, follow her on Instagram and TikTok.

Don’t forget you can follow Lo on Instagram and TikTok too, and you can also get her book Love Yourself Well: An Empowering Wellness Guide to Supporting Your Gut, Brain, and Vagina as well!

Have a question for Lo or an upcoming guest? Send it to gutfeelings@lovewellness.com.

Follow Us

• TikTok @lovewellness
• Instagram @lovewellness

Presented by Love Wellness
www.LoveWellness.com

Fitness Entrepreneur and Innovator/Influencer in the wellness space, Megan Roup, joins Lo Bosworth on Gut Feelings. Megan is the Founder of The Sculpt Society, a transformative workout method that blends dance-inspired cardio with sculpting exercises. In their conversation, Lo and Megan discuss: how to shift your internal dialogue, disconnecting from social media for mental well-being, tips on how to prioritize fitness in a busy schedule, and so much more. They cover everything from the benefits of working out with your partner, the importance of modeling healthy behaviors for your kids, to tackling the ever-pressing issues of body image. So get ready to be inspired, motivated, and equipped with advice that can transform your wellness journey!

To get to know Megan better, follow her on Instagram and check out Lo and Megan's workout together on The Sculpt Society App on June 3rd!

Don’t forget you can follow Lo on Instagram and TikTok too, and you can also get her book Love Yourself Well: An Empowering Wellness Guide to Supporting Your Gut, Brain, and Vagina as well!

Have a question for Lo or an upcoming guest? Send it to gutfeelings@lovewellness.com.

Follow Us

• TikTok @lovewellness
• Instagram @lovewellness

Presented by Love Wellness
www.LoveWellness.com

NYT Bestselling Author, Recipe Developer and Mission-Driven Entrepreneur, Radhi Devlukia-Shetty, joins Lo Bosworth on Gut Feelings. Also a clinical dietician, nutritionist, and always-learning cook, she brings a modern approach to the ancient principles of holistic wellbeing. Radhi shares her journey with Ayurveda and the transformative power of understanding one's own body through ancient health sciences. In this episode, Radhi and Lo explore the value of routine, the therapeutic nature of meal prep, and effective stress management through breath work. Plus, they discuss the importance of balancing business and personal life, especially when working with a spouse, highlighting how to maintain energized and productive days, and much more.

To get to know Radhi better, follow her on Instagram!

Don’t forget you can follow Lo on Instagram and TikTok too, and you can also get her book Love Yourself Well: An Empowering Wellness Guide to Supporting Your Gut, Brain, and Vagina as well!

Have a question for Lo or an upcoming guest? Send it to gutfeelings@lovewellness.com.

Follow Us

• TikTok @lovewellness
• Instagram @lovewellness

Presented by Love Wellness

www.LoveWellness.com

Creative Director, Designer, Podcast Host, and Entrepreneur, Whitney Port, joins Lo Bosworth on Gut Feelings. In the ever-evolving landscape of fashion and media, few names resonate with such authenticity and relatability like that of Whitney Port. From her beginnings as a much loved fashionista on The Hills and Laguna Beach, to her empowering journey as a designer, entrepreneur, and mother, Whitney has captivated audiences with her unwavering honesty and genuine personality. In this episode, Lo and Whitney candidly discuss the anxieties brought on by being under the constant gaze of the public, the personal strategies they've developed for managing these pressures, the importance of authenticity both online and off, and so much more.

To get to know Whitney better, follow her on Instagram!

Don’t forget you can follow Lo on Instagram and TikTok too, and you can also get her book Love Yourself Well: An Empowering Wellness Guide to Supporting Your Gut, Brain, and Vagina as well!

Have a question for Lo or an upcoming guest? Send it to gutfeelings@lovewellness.com.

Follow Us

• TikTok @lovewellness
• Instagram @lovewellness

Presented by Love Wellness
www.LoveWellness.com

Entrepreneur, founder of Create & Cultivate, angel investor, best-selling author, and host of a top business podcast, Jaclyn Johnson, joins Lo Bosworth on this episode of Gut Feelings. When it comes to all things business, Jaclyn is a boss! So she is here to provide some awesome advice for those who want to take their career to the next level, while thriving as a person. Together, Jaclyn and Lo explore how to take care of your health while working hard, how to follow your passions in the business world, how to land your dream mentor, and so much more!

To get to know Jaclyn better, follow her on Instagram!

Don’t forget you can follow Lo on Instagram and TikTok too, and you can also get her book Love Yourself Well: An Empowering Wellness Guide to Supporting Your Gut, Brain, and Vagina as well!

Have a question for Lo or an upcoming guest? Send it to gutfeelings@lovewellness.com.

Follow Us

• TikTok @lovewellness
• Instagram @lovewellness

Presented by Love Wellness

www.LoveWellness.com