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Finding Inner Freedom on Pesach: Rabbi YY Jacobson on Shame, Surrender & Redemptive Consciousness

In this episode of From The Inside Out Podcast with Rivkah and Eda, we welcome Rabbi YY Jacobson to discuss why many people lack inner freedom even in good external conditions, emphasizing that freedom requires disciplined inner work: noticing one’s “Egypt,” pausing before reacting, cultivating curiosity, prayer, support systems, and being truly seen. Jacobson explores destructive vs. holy shame, Tanya’s model of distinguishing animal and divine consciousness, surrendering control to God without surrendering to abuse, and experiencing embodied oneness as redemptive consciousness. He also contrasts revealed and hidden miracles (Pesach vs. Purim), reflects on current events and collective resilience, and highlights softening the heart, authenticity, and non-transactional relationships.

EPISODE SPONSORS

Colel Chabad

Colel Chabad is one of Israel’s oldest continuously operating charities, supporting families with food security, widows & orphans, and emergency relief.

Their Pushka (Charity Box) App makes it easy to turn inspiration into action with simple daily giving—small “micro-donations” that add up to real impact over time. To join thousands of daily givers, download the Pushka App on iOS or Android and start giving today: https://pushkapp.cc/Inside

Discover and donate to Colel Chabad here: https://colelchabad.org/

Shefa Living
If you’ve been craving more space, more calm, and more community, Mountain View by Shefa Living is a master-planned Frum community in the Blue Ridge Mountains of North Carolina, designed for families who want a slower, more connected pace of life. As shared in the episode, the vision includes community infrastructure like a shul, mikvah, women’s wellness center, and a K–12 yeshiva—all built around wholesome, joyful Torah living. Learn more (and explore whether it’s a fit for your family) at ShefaLiving.com.

Yakira Bella

Yakira Bella is the go-to for trendy, modest women’s fashion that still feels current—think playful-but-polished pieces, elevated basics, and outfits that actually work for real life (day-to-day, Shabbos, events, everything in between). Their collections balance tasteful + bold, with a steady stream of new arrivals and best sellers so you can refresh your wardrobe without overthinking it. If you’re looking for modestwear that’s stylish, wearable, and affordable, Yakira Bella is absolutely worth checking out.

Visit https://yakirabella.com/ and follow along at https://www.instagram.com/yakirabellaofficial/

GUEST BIO
Rabbi YY Jacobson

Rabbi YY Jacobson is a Brooklyn-born rabbi, lecturer, and teacher known for making Torah, Chassidus, and Jewish psychology deeply accessible and emotionally resonant. He is the founder of TheYeshiva.net and has spent decades teaching in communities, schools, and universities around the world. He is especially known

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Dr. John Delony on Anxiety, Marriage, and Turning Insight into Action

In this episode of From The Inside Out Podcast with Rivkah and Eda, we welcome Dr. John Delony to discuss how lasting change requires action, not just insight. Delony connects his approach to lessons from his father, a homicide detective and hostage negotiator who moved toward crisis, and his mother, who began college at 42 and earned a PhD at 57. He argues anxiety is an internal alarm system and that money, anger, and relationship problems often signal deeper issues beneath surface labels. Delony critiques cultural narratives that prioritize feelings and overload romantic partners amid widespread loneliness, urging couples to build friendship, service, and practical “repair” strategies. He recommends choosing reality through honest inventories, building trusted connections (including “outsourcing” perspective to reliable people), and prioritizing health, sleep, and faith. The episode includes sponsorship messages for Colel Chabad’s Pushka app and Shefa Living’s Mountain View community.

EPISODE SPONSORS
Colel Chabad

Colel Chabad is one of Israel’s oldest continuously operating charities, supporting families with food security, widows & orphans, and emergency relief.

This episode is powered by their Pushka (Charity Box) App, which makes it easy to turn inspiration into action with simple daily giving—small “micro-donations” that add up to real impact over time. To join thousands of daily givers, download the Pushka App on iOS or Android and start giving today: https://pushkapp.cc/Inside

Discover and donate to Colel Chabad here: https://colelchabad.org/

Shefa Living

If you’ve been craving more space, more calm, and more community, Mountain View by Shefa Living is a master-planned Frum community in the Blue Ridge Mountains of North Carolina, designed for families who want a slower, more connected pace of life. As shared in the episode, the vision includes community infrastructure like a shul, mikvah, women’s wellness center, and a K–12 yeshiva—all built around wholesome, joyful Torah living. Learn more (and explore whether it’s a fit for your family) at ShefaLiving.com.

GUEST BIO
Dr. John Delony

Dr. John Delony is a bestselling author, mental health expert, and one of today’s most trusted voices on anxiety, emotional wellness, and marriage. Known for his blend of clinical depth and straight-talk clarity, he helps people understand anxiety as an internal alarm system—and teaches practical, relationship-saving tools for building emotional safety, connection, and real change. In this conversation, Dr. Delony brings both wisdom and humility as we unpack the patterns underneath stress and conflict, and what it actually looks like to stop outsourcing our emotions and start showing up with intention in our closest relationships.

You can find John and hear more of his wisdom here: https://www.instagram.com/johndelony

CHAPTERS

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Self-Mastery in Real Life: Regulation, Trust, and the Shift from Control to Connection

In this episode of From The Inside Out Podcast with Rivkah and Eda, we sit down with Velvel & Chyena Friedman for a powerful conversation on what real success looks like when it’s built on faith, family, and unshakable values. Velvel shares his unconventional journey—from a full-time yeshiva education and Rabbinical ordination to scoring a perfect 180 on the LSAT and stepping into high-stakes litigation—plus how Torah learning shaped his mindset, discipline, and clarity. Chyena opens up about the dignity and joy she finds in being the foundation of the home, and how the right partnership can elevate every area of life. Together, we discuss Shabbos as a “forced gift” of rest, navigating pressure without losing priorities, staying professional with strong boundaries, and why in marriage you’re not meant to argue to win—you’re meant to build a life as one team.

What makes this conversation so powerful is that it’s not just about success—it’s about what success is built on. Throughout the episode, Velvel and Chyena show what it looks like to be led by a guiding principle, even when life is demanding. The episode closes with their mantra, “Ein od milvado”—a grounding reminder that everything is in Hashem’s hands. No matter what season you’re in, you’ll walk away with something practical, uplifting, and real.

EPISODE SPONSORS
YAKIRA BELLA

Yakira Bella is the go-to for trendy, modest women’s fashion that still feels current—think playful-but-polished pieces, elevated basics, and outfits that actually work for real life (day-to-day, Shabbos, events, everything in between). Their collections balance tasteful + bold, with a steady stream of new arrivals and best sellers so you can refresh your wardrobe without overthinking it. If you’re looking for modestwear that’s stylish, wearable, and affordable, Yakira Bella is absolutely worth checking out.

Visit https://yakirabella.com/ and follow along at https://www.instagram.com/yakirabellaofficial/

GUEST BIO

Velvel Freedman

Velvel Freedman is a high-stakes litigator and partner at Freedman Normand Friedland LLP. Raised in a secular-turned-observant home in West Palm Beach, he attended yeshiva and earned smicha before attending Columbia Law School. He credits years of Gemara study with sharpening his discipline, analytical rigor, and “zitsfleish”—the ability to sit, focus, and do the work—qualities he now brings to complex commercial disputes and high-pressure courtroom advocacy.

Chyena Freedman
Chyena Freedman brings a values-first lens to marriage, family life, and what success really means. With warmth and clarity, she shares how she and Velvel build a strong home culture, stay aligned on priorities, and keep faith at the center—even in the midst of a demanding career and a full family life

CHAPTERS
00:00 Smicha to Columbia: Velvel’s Unlikely Path

01:22 Meet Velvel & Chyena: Redefining “Success”

10:43 Baal Teshuva Roots + Becoming “Velvel”

16:47 Torah Mind

COMMUNITY
Join the Community! Connect with us on socials to discuss Episode 101, share insights, and continue the conversations you want to have:

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