How Hard Can It Be? with Diana Maria Riva

Bölümler

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  Shaun Robinson on Aging Out Loud, the Power of Representation, and Helping the Next Generation 10.09.2026 46dk

  Award-winning journalist and 90 Day Fiancé host Shaun Robinson joins the show to talk about the moment she stopped hiding her age and the freedom and relief that came with embracing it. Shaun and Diana also discuss the dangers of AI-perfect influencers, what a body type is even supposed to mean, and why she thinks the universal appeal of 90 Day Fiancé is really about how far people will go to be loved. They also get into how Shaun’s upbringing took her on a life-long journey of philanthropy and helping young womenSee omnystudio.com/listener for privacy information.
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  Happy Hour with Tina: Midlife Opportunities, Forget the Clock, and Why Won’t Our Kids Just Live With us Forever?! 08.09.2026 9dk

  Grab your drink of choice because it’s time for another Happy Hour episode of How Hard Can it Be? This week, Diana and her bestie Tina recap the conversation with legendary media exec Bonnie Hammer and their main takeaways: stop obsessing over running out of time, take the opportunities in front of you, and think of your career as a spider web. They also talk about empty nests, reframing a midlife crisis, and the major event in Tina’s life that rerouted her toward retirement from stress. See omnystudio.com/listener for privacy information.
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  Bonnie Hammer on Becoming the Queen of Cable, Dreams that Keep you Stuck, and Why It’s Never a Permanent “No” 03.09.2026 47dk

  Legendary media executive Bonnie Hammer sits down with host Diana Maria Riva to talk about how she went from pooper-scooping after a Hollywood stunt dog to becoming Vice Chairman of NBCUniversal and the “Queen of Cable”. As Diana dives into Bonnie's best seller 15 Lies Women Are Told at Work: And the Truths We Need to Succeed, they discuss how chasing a childhood dream can keep you stuck and why the career ladder is more of a spider web. Bonnie shares her perspective on “ageism” in the work place, how the “tougher and nastier” mindset can backfire for women, knowing your professional self worth, and has a frank discussion with Diana on not holding back with exploring greater opportunities. See omnystudio.com/listener for privacy information.
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  Roselyn Sanchez on the Beauty of her 40’s and 50’s, Breaking Cycles, and Raising a Mini-me 27.08.2026 43dk

  Actor/Director Roselyn Sanchez (Without a Trace, Rush Hour 2, Devious Maids) joins the show to talk about what midlife can look like when you refuse to slow down and why she considers her 40’s & 50’s her greatest hits. Becoming a mom later in life, Roselyn shares how parenthood forced her to finally confront past family trauma. the beauty and challenges of raising a mini-me, and what longevity truly means. All this and the secrets of her long marriage with actor Eric Winter. See omnystudio.com/listener for privacy information.
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  Taylor Dayne on Why Turning 50 was Brutal, the Joys & Heartbreak of Motherhood, and Swiping Right in Midlife 20.08.2026 48dk

  Pop and R&B icon Taylor Dayne joins the show and opens up about why turning 50 was the most brutal birthday of her life, her colon cancer diagnosis, and losing “the love of her life”. Taylor also shares her experience of becoming a single mom of twins via surrogacy and the reality of dating apps. And stay for a rapid-fie round where Taylor answers midlife’s hardest questions using her own song titles.See omnystudio.com/listener for privacy information.
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  Happy Hour with Tina: Some People Like Surprises, Dishwasher Loading Etiquette, and Why is Everyone Pivoting? 18.08.2026 10dk

  It’s time for a new Happy Hour episode of How Hard Can it Be? and this week, Diana and her bestie Tina recap the recent conversation with Sunny Hostin. They get into Sunny’s ruined Mother’s Day trip to Mexico, whether they’re an architect or a raccoon on crack when it comes to loading the dishwasher and why “pivoting” has become the word of this season of life.  See omnystudio.com/listener for privacy information.
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  Sunny Hostin on her Ruined Mother’s Day, the Parenting of Adult Children, and the Lessons, Sanity, and Santeria of a 28-year Marriage 13.08.2026 53dk

  The View’s Sunny Hostin joins host Diana Maria Riva to discuss how she’s been dealing with midlife’s most fantastic BS. Sunny talks about how her husband’s “surprise” ruined her Mother’s Day celebration and how it’s all part of the secret to a long-lasting marriage, a parent’s involvement in their kids’ romantic lives, and the power of choosing instead of being chosen. All followed by actor Gina Torres surprise crashing the studio and joins the conversation to discuss the benefits of “Panda Time” and the art of breaking your own shit when making a point. See omnystudio.com/listener for privacy information.
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  Menopause 101: Symptoms, Hormones and the Mental Toll with Dr. Suzanne Gilberg 06.08.2026 48dk

  Host Diana Maria Riva is joined by OB/GYN Dr. Suzanne Gilberg as they dive head first into a deep discussion on menopause and the vast information and science now available to women. From the more obvious symptoms such as brain fog, mood swings, and low sex drive, to the less obvious like heart disease, type 2 diabetes , and other silent effects of inflammation. Covering topics such as the shocking statistics of dementia and Alzheimer’s diagnosis in women, Diana and Dr. Gilberg discuss what perimenopause and menopause can actually look like, as well as the healthy and proactive ways to stay informed and empowered in self advocacy. Their in-depth dialogue also taps into the mental health component, and those “I need a RX for my UTI..” phone calls to your doctor at 5:01pm on a Friday. Find The Menopause Bootcamp here. Find Dr. Gilberg's resource sheet here. See omnystudio.com/listener for privacy information.
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  Family Lies: The Secrets, Surprises, and Survival of it all, with Carmen Rita Wong 30.07.2026 42dk

  Author Carmen Rita Wong joins the show to unpack the family secret that rewrote her identity at 30. Carmen shares the wild story that led to her book “Why Didn’t You Tell Me” (including a Star Wars-style confession), what she thinks about forgiveness vs. understanding, and gives us a masterclass in refusing to carry someone else’s baggage.See omnystudio.com/listener for privacy information.
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  Justina Machado: Finding Joy, Dating Apps After 50, and Giving Less F**ks 23.07.2026 47dk

  Actress Justina Machado joins host Diana Maria Riva to talk about their hilarious case of mistaken identity, the harsh reality of dating apps, the FUPA revelation and why society’s expiration date on women is total BS. Justina also shares why turning 50 hit hard and yet achieved one of her biggest dreams after the fact, all while mastering the art of giving less f**ks.See omnystudio.com/listener for privacy information.
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  Happy Hour with Tina: Surrendering Control, Solitude, and Why Don’t we Dance More? 21.07.2026 8dk

  Diana and Tina recap the recent episode with Judy Reyes. They dig into the themes that resonated with them, including learning to be alone, the struggle to just be still and the lost art of dancing.See omnystudio.com/listener for privacy information.
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  Toxic Productivity, the Perfectionism Trap and the Power of Rest with Israa Nasir 16.07.2026 49dk

  Host Diana Maria Riva is joined by therapist and author Israa Nasir to talk about toxic productivity, the dangers that come with it and how to recognize those warning signs. They will dive deep into exploring why being “busy” can mask itself as self-care and perfectionism, and how our self-worth can get tangled up in our desired achievements. Get Israa's book here.See omnystudio.com/listener for privacy information.
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  Judy Reyes on Finding Your Voice, Sitting in Your Power and Ignoring the Clock 09.07.2026 37dk

  Actress Judy Reyes (Scrubs, High Potential, Claws) joins the show to talk about her midlife moment of choosing motherhood in her 40’s, bringing Nurse Carla's menopause storyline to the Scrubs revival and the power of finally trusting your own voice. Judy also opens up about forgiveness, facing the intimidation of big dreams, and ultimately, fulfilling them.See omnystudio.com/listener for privacy information.
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  Lynn Ferguson on Radical Acceptance, Teachable Moments and 50 Words a Day 02.07.2026 34dk

  Host Diana Maria Riva sits down with Scottish actress, playwright and writer Lynn Ferguson for a conversation that swings from radical acceptance to the surprisingly powerful practice of writing just 50 words a day. See omnystudio.com/listener for privacy information.
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  Happy Hour with Tina: Lisa Lisa, Caring for an Ailing Parent & Folding Laundry 30.06.2026 10dk

  In this Happy Hour episode of How Hard Can it Be?, host Diana Maria Riva and her bestie Tina look back at the recent conversation with music icon Lisa Lisa. They reflect on Lisa's story of caring for her mother with Alzheimer’s, drawing parallels to Tina’s own experience caring for her mom. They also discuss motherhood, redefining retirement, and the surprising self-care ritual Tina shares with Lisa Lisa: folding laundry. See omnystudio.com/listener for privacy information.
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  Lisa Lisa on Hot Flashes, Caring for Her Mom Through Alzheimer's & Big Dreams at 60 25.06.2026 44dk

  Host Diana Maria Riva sits down with 80’s icon Lisa Lisa for a moving conversation spanning her secret battle with breast cancer, growing up the youngest of 10 in Hell’s Kitchen, and caring for her mother through Alzheimer’s disease. Lisa openly shares with Diana her big Broadway dream, the zen art of folding clothes, and compares “mom notes’ on the challenge of detaching from their children.See omnystudio.com/listener for privacy information.
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  Kim Fields on Defying the Narrative, Purpose and Preventative Maintenance 18.06.2026 33dk

  The iconic Kim Fields joins host Diana Maria Riva for a raw and joyful conversation about what it really means to be a Gen X woman still in motion. Kim shares how she's avoided becoming a statistic, and the moment she realized she was "Burr in a world full of Hamiltons." They talk body image, the trap of comparison, giving yourself permission to look back, and why she's tired of the BS — but never tired of the work.See omnystudio.com/listener for privacy information.
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  Happy Hour with Tina: Diana’s Make-Out Era, Dating App Disasters & FaceTime Bar Nights 16.06.2026 8dk

  Host Diana Maria Riva and her bestie Tina are back for a happy hour recap of the Constance Marie episode. They discuss why Tina has practically danced with Prince and David Bowie, where women land on the household totem pole and keeping the spark alive in long relationships. The conversation takes a hilarious turn as Diana shares her midlife dating adventures, including swiping through "Bob the Builder" lookalikes and turning down a 32-year-old suitor.See omnystudio.com/listener for privacy information.
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  Constance Marie on Midlife Dating, Single Motherhood and What’s a Sesentañera? 11.06.2026 45dk

  Actress Constance Marie joins host Diana Maria Riva for a rollercoaster conversation from being last on the list, to single motherhood, and the wild world of dating apps (clean shirts and punctuality, is that too much to ask?!). And what better way to celebrate 60 than with a Sesentañera…A sesenta-WHAT? From disappearing eyebrows and why Gen X women refuse to stop pivoting, Diana and Constance compare notes and dive in deep.See omnystudio.com/listener for privacy information.
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  A Midlife Awakening, Not a Crisis, with Wendy Valentine 04.06.2026 38dk

  Diana Maria Riva sits down with author and podcast host Wendy Valentine for a conversation about how the scariest moment of your life can actually be the beginning of your best chapter. Wendy shares how hitting rock bottom in her mid 40’s — divorce, debt, depression, and devastating loss — led to a wild vision of driving an RV across the country. Diana and Wendy also talk about the importance of becoming your own BFF, setting boundaries, and why Gen X women are just getting started.Wendy Valentine is the author of Women Waking Up: The Midlife Manifesto for Passion, Purpose, and Play and host of The Midlife Makeover Show.See omnystudio.com/listener for privacy information.