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The Truth About Work, Sex and Chronic Illness with Ali DiGiacomo
Diagnosed with rheumatoid arthritis at 15, Ali thought her athletic career was over. Instead, she built a global following by embracing authenticity, humor, and resilience.
Episode Overview
Ali DiGiacomo—known as Another Day with RA—shares how she went from teenage athlete to patient advocate, trainer, and creator of the “Fuck It, Let’s Slay” fitness app. She opens up about building a 160K+ social following, freelancing struggles, intimacy and pelvic health, and why humor and resilience are her superpowers.
What You’ll Learn
Timestamps
(00:00) Introduction – Lilly welcomes Ali to the podcast.
(00:46) Meet Ali – From “Another Day with RA” to trainer and advocate.
(02:07) Diagnosis at 15 – Balancing RA with competitive swimming.
(05:24) Losing Swimming, Finding Fitness – Rediscovering movement through inspiration online.
(07:39) Becoming a Personal Trainer – The path back to fitness.
(08:14) Launching “Fuck It, Let’s Slay” – Creating workouts for chronic illness.
(11:35) Community Feedback – Stories of transformation from users.
(12:53) Building a Social Following – Growing to 160K with raw honesty.
(14:48) Authenticity & Dark Comedy – Why humor resonates online.
(18:27) Setting Boundaries – Managing DMs, burnout, and online pressure.
(22:47) Freelancing Realities – Wearing many hats and navigating insurance.
(32:19) Nomadic Lifestyle – Living in an Airstream and traveling with RA.
(38:13) Travel Hacks – Meds, injections, and business on the road.
(42:14) Attitude as a Superpower – Resilience and rolling with the punches.
(47:29) Getting real about sex & intimacy – Talking openly about pelvic health.
(55:46) Authentic Women’s Health Conversations – Breaking taboos.
(57:18) What Being a Chronic Boss Means – Ali’s empowering definition.
Connect with Ali:
✨/ https://www.instagram.com/anotherdaywithra/
✨/ https://www.tiktok.com/@anotherdaywithra
✨/ https://www.anotherdaywithra.com/
Connect with Chronic Boss:
🖤 / https://chronicboss.com/
🖤 / instagram.com/chronicbossco/
🖤 / https://www.linkedin.com/company/chronic-boss/
🖤 / https://www.tiktok.com/@chronicbossco
Connect with Lilly:
🖤 / https://lillystairs.com/
🖤 / https://www.linkedin.com/in/lillystairs/
🖤 / https://www.instagram.com/lillystairs
Links
Ali’s Fitness App: https://my.playbookapp.io/ali-digiacomo
View all episodes
By Lilly StairsDiagnosed with rheumatoid arthritis at 15, Ali thought her athletic career was over. Instead, she built a global following by embracing authenticity, humor, and resilience.
Episode Overview
Ali DiGiacomo—known as Another Day with RA—shares how she went from teenage athlete to patient advocate, trainer, and creator of the “Fuck It, Let’s Slay” fitness app. She opens up about building a 160K+ social following, freelancing struggles, intimacy and pelvic health, and why humor and resilience are her superpowers.
What You’ll Learn
Timestamps
(00:00) Introduction – Lilly welcomes Ali to the podcast.
(00:46) Meet Ali – From “Another Day with RA” to trainer and advocate.
(02:07) Diagnosis at 15 – Balancing RA with competitive swimming.
(05:24) Losing Swimming, Finding Fitness – Rediscovering movement through inspiration online.
(07:39) Becoming a Personal Trainer – The path back to fitness.
(08:14) Launching “Fuck It, Let’s Slay” – Creating workouts for chronic illness.
(11:35) Community Feedback – Stories of transformation from users.
(12:53) Building a Social Following – Growing to 160K with raw honesty.
(14:48) Authenticity & Dark Comedy – Why humor resonates online.
(18:27) Setting Boundaries – Managing DMs, burnout, and online pressure.
(22:47) Freelancing Realities – Wearing many hats and navigating insurance.
(32:19) Nomadic Lifestyle – Living in an Airstream and traveling with RA.
(38:13) Travel Hacks – Meds, injections, and business on the road.
(42:14) Attitude as a Superpower – Resilience and rolling with the punches.
(47:29) Getting real about sex & intimacy – Talking openly about pelvic health.
(55:46) Authentic Women’s Health Conversations – Breaking taboos.
(57:18) What Being a Chronic Boss Means – Ali’s empowering definition.
Connect with Ali:
✨/ https://www.instagram.com/anotherdaywithra/
✨/ https://www.tiktok.com/@anotherdaywithra
✨/ https://www.anotherdaywithra.com/
Connect with Chronic Boss:
🖤 / https://chronicboss.com/
🖤 / instagram.com/chronicbossco/
🖤 / https://www.linkedin.com/company/chronic-boss/
🖤 / https://www.tiktok.com/@chronicbossco
Connect with Lilly:
🖤 / https://lillystairs.com/
🖤 / https://www.linkedin.com/in/lillystairs/
🖤 / https://www.instagram.com/lillystairs
Links
Ali’s Fitness App: https://my.playbookapp.io/ali-digiacomo