We weren’t a therapy family.....until that time we had to be. This week we’re joined by Peace of Mind NYC Founder, Jenna Sackman. Jenna is a holistic and integrative therapist who helped our family through one of the hardest, most complex, and deeply meaningful times of our lives. We talk about family grief, how to talk to kids about loss, and what it means to keep moving forward when someone you love is gone.

We are back after Holly's 10 day stint in LA serving as Jill’s Chief of Staff. We catch up on everything from the onboarding process with husbands, inappropriate yet brilliant baby Halloween costumes, to our dad’s unique verbiage surrounding death. We may not have had our A24/Fox Searchlight movie moment this trip, but at least Adam found a way to make sure we knew he was right there with us for it all.

In this episode, Holly sits down with her longtime friend, artist and creative Jared Ryan Shaw. Jared and Holly grew up together in Wayne, NJ (07470 YOU KNOW!!), and every time they talk it feels like stepping into a time capsule — from middle school memories to their love of Saved by the Bell. They get into separation anxiety, addiction, and the loss of Jared’s father, and how creativity has woven in and out of his journey with grief. Through it all, Jared has remained unapologetically himself. It’s an honest, funny, and deeply real conversation between two friends who’ve shared over 30 years of history.

In this special episode of Going Thru It, Jill and Holly connect across coasts on September 11th—two years since losing their brother Adam to colorectal cancer. It’s also their first time recording together since Jill became a mom to her son, Luca Adam, lovingly named in his honor. From solo late-night feedings on one coast to quiet moments of reflection on the other, they share what it feels like to grieve apart, navigate new motherhood, and mark this anniversary without being in the same place as a family—something they had last year. With honesty, heart, and their usual banter, Jill and Holly explore how distance, grief, and new beginnings intersect, and how love for their brother continues to anchor them no matter where they are.

What happens when you sit down with your oldest friend...the one who knows your childhood stories as well as you do? In this episode, Holly is joined by Aliza, her childhood best friend who grew up Reform Jewish and later found her path in Chabad Lubavitch Judaism. With Jill on baby duty, Aliza was the perfect person to have a meaningful conversation and kibbitz with. Together, they reflect on faith, spirituality, grief and tradition, and why the oldest friendships may be the most grounding and meaningful connections we have.

In this week's episode of Going Thru It, we sit down with our first mother/daughter duo. Rev. Naomi Tutu and her daughter, author and activist Mungi Ngomane — a mother and daughter carrying not just their own stories, but the legacy of one of the most influential leaders of our time, Archbishop Desmond Tutu. We talk about what it means to grieve someone who didn’t just belong to you, the South African traditions that shaped how they honor loss, and the wisdom that moves between generations when a family is navigating both public and private grief. This conversation is part legacy, part love letter, and part reminder that across cultures, continents, and generations, grief connects us in the most human way possible. And a very happy belated birthday to Rev. Naomi! Of course you were born on the special day of 8/8....the Lion's Portal!

Two years ago, we were preparing for one of life's hardest moments, the loss of our brother Adam. Now, same time of year, same sort of emotions but this time, we're waiting for a baby to arrive. In this episode we talk about the strange timing of life, how grief and joy keep showing up together and what it's like to be back in a season of anticipation, just for something completely different. Holly's in LA for a quick trip, Jill's very pregnant and very ready, and the family has rallied while her husband's working across the world. There's mahjongg, there are memories, and in true Shakoor fashion there's a full blown betting pool for the baby's gender and arrival date. Winner may not get much beyond the satisfaction of being right, but honestly speaking, isn't that what really matters?

Summer is here! But the vibes are.... complicated. Holly’s out on the North Fork while Jill’s in LA counting down the final weeks of her pregnancy and things aren’t exactly picture-perfect. Like the wise T Swift once said, “I Can Do It With a Broken Heart,” we talk about how often we find ourselves doing hard things in the middle of emotional chaos… and still managing to show up, smile, and get through it.

BONUS DROP! Father’s Day may be over, but we’re not done celebrating our dad — and what better way to honor him than by reading his legendary Yelp reviews out loud? Jack S. has written over 200 passionate, misspelled, and wildly entertaining reviews of just about every place he visits. Whether he’s coining phrases like OTFC (Off The Freakin’ Charts) or signing off with “another one bites the dust,” his commentary is pure gold. It’s pure entertainment, and it’s a little glimpse into the man who raised us — one review at a time.

We’re kicking off our Sibling Series with a powerful and heartfelt conversation with sisters Caroline and Natalie DeJean. You might remember Caroline from a past episode (celebrity stylist, cool girl, song-of-summer expert), and today she’s joined by her younger sister Natalie as they open up about the loss of their mom, Miss Liz, seven years ago. This episode dives into all the complexities surrounding grief. How siblings can experience the same loss in totally different ways, and how layered family dynamics, including divorce and emotional distance, can shape the grieving process. Caroline and Natalie reflect on where their relationship stood with their mom at the time of her passing, and how they’ve each made peace with that in their own way. We also get into some classic sibling rivalry, the evolving bond between sisters, and — of course — our annual Song of Summer debate. It’s messy, moving, and filled with moments that’ll make you laugh, nod along, and maybe even call your sibling afterward.

One of us may be growing a baby but both of us are still figuring out how to grow around grief. In this episode, we catch up on Jill's third trimester—including her very on-brand babymoon in Hawaii—and talk about what it’s like preparing for new life while still carrying the absence of our brother Adam, something Holly didn’t have to navigate during her own pregnancy. We also touch on the Knicks’ brief but incredibly long overdue playoff run (recorded in the blissful window before they lost), how siblings shape your whole identity, and why joy and grief seem to be on a shared custody schedule. Come for the baby updates, stay for the real talk.

Drop your buffs—it’s time for an episode decades in the making. This week, we’re joined by Bianca Maria Asumpte Immaculate Roses (yes, that’s her full legal name, and no, it did not fit on her high school diploma). She’s Jill’s best friend of nearly 30 years, a major PR pro, and now… a freshly torched contestant from Season 48 of Survivor. In this week's episode, we talk all things Fiji, sleep deprivation, and what it's like to have to leave the island while the game is still being played. Whether you're a fan of the premiere reality series or not, this conversation has it all. Beyond the game, this episode is a celebration of chosen family, shared Survivor obsessions, and the Roses-Shakoor bond—one that Adam cherished deeply. The tribe may have spoken… but now it’s Bianca’s turn.

We were lucky enough to connect with someone who has truly shaped the grief space: Rebecca Soffer, author, community builder, and cofounder of Modern Loss. In this episode, we talk about how Rebecca turned her personal tragedy of losing both of her parents in her early 30s into a movement that normalizes grief in all its messy, complicated glory. From her days producing The Colbert Report to creating one of Substack’s top newsletters on mental health, Rebecca has been using her voice to remind us that grief isn’t something to “get over”—it’s something we live with, grow through, and even connect around. We get into resilience (the real kind, not the Pinterest-quote kind), the myths we wish people would stop repeating (“everything happens for a reason” can take a seat), and how to hold space for both the pain and the absurdity of loss. Whether you’re deep in it or supporting someone who is, this one’s for you.

It’s a big week! The Knicks are in the playoffs, we’re celebrating one year of Going Thru It, and most importantly, we’re honoring our brother Adam on what would have been his 42nd birthday. While one of us is raising a (strong) Orange Jameson in his honor, the other is… not drinking at all, because — BREAKING NEWS — Jill is pregnant! With life comes death, and with death comes rebirth. Through it all, there’s nothing but love. Join us as we keep going through it - together

In this episode we catch up on all the chaos and comfort from the past few weeks—birthday bashes, LA adventures, and a whirlwind one-night trip to Vegas. The good news is there is some great culture happening right now to help get us thru it all. With Siblings Day upon us we get real about what this time of year brings up for us. The rush of memories, the weight of time passing since losing Adam, and the healing magic of a good playlist. Whether you're deep in grief or just here for some pop culture recs, this episode has a little bit of everything.

When it comes to having a baby, we all know someone who has gone thru it—IVF, IUI, surrogacy, egg and sperm donors, adoption. Parenthood looks different for everyone, and for our guests, Carrie Gordon and Phil Halpert, the road was anything but easy. They’ve faced loss, uncertainty, and grief at every turn—but their story is one of resilience, love, and ultimately, hope. This episode is for anyone who’s been on a similar path or simply needs a reminder that light can be found, even in the darkest moments.

Colorectal Cancer Awareness Month is here, and it sparks the question: why are SO many young people getting cancer?! TIME Magazine's recent cover story dives deep into this growing crisis, and so do we.....well, in our own way. In this week's episode we try to unpack what is causing this change in trend by breaking down the science, sharing personal stories and talking risk factors and red flags. Join us for an honest and definitely necessary conversation.

In this week's episode, we sit down with author, mother, and fellow podcaster Jessica Fein, whose journey through loss and resilience is deeply meaningful. Jessica has endured the heartbreaking losses of her mother, father, two sisters, and her 17-year-old daughter, Dalia—each shaping her understanding of grief, love, and the strength it takes to keep moving forward. Her memoir, Breathtaking: A Memoir of Family, Dreams, and Broken Genes, offers a deeply moving look at life with Dalia, who passed away from MERRF syndrome, and explores the depths of loss, resilience, and the search for meaning. Featured in The New York Times, Newsweek, The Boston Globe, and HuffPost, Jessica’s work sheds light on the power of storytelling and the beauty that can coexist with grief. Despite experiencing unimaginable loss, Jessica walks through the world with all the grace and has made it her mission in finding purpose in pain and connection in sharing her story. We are honored to have connected with her and it's our privilege to share her wisdom, strength, and perspective with this conversation.Bottom line, even in loss, love endures.

We've always called this time of year the 'dark ages,' and honestly, reality is proving us right—so we’re leaning in. In this week’s episode, we welcome Jill back and catch up on all things 2025. From cities burning to shake-ups in the White House to the never-ending seasonal illnesses (seriously, why won’t they leave?), we cover it all. Sounds a little bleak? Maybe… but as always, we find reasons to be grateful—like our mom, who got to really flex her 'mom' muscles this month. (Thanks, Mom!) Plus, we’ve got some breaking-but-not-really-breaking news: Friend of the family and the pod, Bianca Roses, is competing on Survivor 48! We can’t wait to watch her outwit, outplay, and outlast. So join us as we navigate the darkness of winter—and, as always, find the light.

Collective grief is the shared experience of loss or change that impacts a group, community, or even an entire nation. It can be sparked by war, natural disasters, or the passing of a public figure. One month after the devastating Los Angeles fires, the grief remains, even as the city begins to rebuild. In this episode, Holly sits down with her friend and fellow New Yorker-turned-Angeleno, Micki Marseglia, to reflect on both collective and personal grief. Micki, the longtime head of talent relations at Jimmy Kimmel Live!, has been with the show since its inception over 20 years ago. She’s also Jimmy’s cousin and one of three daughters of the beloved Uncle Frank Potenza and Concetta Aunt Chippy Potenza. With Jill out sick, Micki was the perfect person to explore the emotions that come with loss in the wake of disaster. Together, she and Holly discuss the weight of grief, the resilience it demands, and the importance of trusting the journey—even in times of uncertainty. Listen as they reconnect over their love for New York and Los Angeles, share memories of their own losses, and remind each other that even in darkness, there is always light to be found.