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How Hard Can It Be? with Diana Maria Riva

iHeartPodcasts
Midlife
Menopause
Eva Longoria
Cincinnati, United States
Sleep
Lisa Vidal
Midlife Empowerment
Autism
Sunny Hostin
Celebrity Guests Or Experts
Midlife Opportunities
Career Pivot
Longevity
Relationships
Why Not
Parenting
Midlife Dating
Single Motherhood
Cincinnati, Ohio
Toxic Productivity

Diana Maria Riva hosts the weekly podcast for GenX women navigating midlife’s most fantastic bullsh*t. Through laughs, tears, or tears and laughter, Diana invites her squads from Ohio to Hollywood for some real talk on being the boss, the empty nester and the caretaker, all while battling night sweats AND being the linchpins of society. From the FUPA to the hot flash, it's time for women to have u... more

PublishesTwice weeklyEpisodes28Founded4 months ago
Number of ListenersCategories
Self-ImprovementEducationRelationshipsSociety & Culture

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Artwork for How Hard Can It Be?

Latest Episodes

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 influence... more

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 runnin... more

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 ... more

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, R... more

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Recent Guests

Bonnie Hammer
Former senior VP at NBCUniversal; author of The 15 Lies Women Are Told at Work and the Truth We Need to Succeed
NBCUniversal
Episode: Happy Hour with Tina: Midlife Opportunities, Forget the Clock, and Why Won’t Our Kids Just Live With us Forever?!
Roselyn Sanchez
Actress, producer, writer; sister/mother figure in her outspoken discussion of midlife and family
Actor/Producer
Episode: Roselyn Sanchez on the Beauty of her 40’s and 50’s, Breaking Cycles, and Raising a Mini-me
Taylor Dayne
Gen X pop icon, multi-Grammy-nominated artist, songwriter
Episode: Taylor Dayne on Why Turning 50 was Brutal, the Joys & Heartbreak of Motherhood, and Swiping Right in Midlife
Sunny Hostin
Journalist, lawyer, and TV host, guest on this episode
The View (co-host)
Episode: Sunny Hostin on her Ruined Mother’s Day, the Parenting of Adult Children, and the Lessons, Sanity, and Santeria of a 28-year Marriage
Suzanne Gilberg
Board certified OB-GYN with 25+ years in practice and author of Menopause Bootcamp
Independent physician; author
Episode: Menopause 101: Symptoms, Hormones and the Mental Toll with Dr. Suzanne Gilberg
Carmen Rita Wong
Author, journalist, and subject of the memoir Why Didn't You Tell Me
Author, Journalist
Episode: Family Lies: The Secrets, Surprises, and Survival of it all, with Carmen Rita Wong
Justina Machado
Actor known for Six Feet Under, The Whores of Dolores Roach, One Day at a Time; Broadway performer
Actor
Episode: Justina Machado: Finding Joy, Dating Apps After 50, and Giving Less F**ks
Judy Reyes
Actress famous for Scrubs, related projects, and interview subject for the episode discussion
Television/Film
Episode: Happy Hour with Tina: Surrendering Control, Solitude, and Why Don’t we Dance More?
Israa Nasir
Therapist, mental health educator, and author of Toxic Productivity
Author, Toxic Productivity
Episode: Toxic Productivity, the Perfectionism Trap and the Power of Rest with Israa Nasir

Host

Diana Maria Riva
Host guiding conversations on midlife, empowerment, and practical life strategies

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Talking Points

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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
Q: How do you approach arguments after many years together?
We breathe, take time, and choose not to hurt each other; the goal is to understand rather than win.

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Frequently Asked Questions About How Hard Can It Be?

What is How Hard Can It Be? about and what kind of topics does it cover?

This show centers GenX women navigating midlife with candid conversations about empowerment, balance, and self-reinvention. Episodes frequently feature high-profile actresses, authors, and experts who discuss parenting, aging, career pivots, caregiving, menopause, and personal growth—all delivered with humor, vulnerability, and practical takeaways. A standout aspect is the guest roster: a mix of entertainment industry veterans and thought leaders who model midlife reinvention, boundary-setting, and authentic self-care. Listeners can expect relatable stories, actionable strategies, and a supportive tone aimed at redefining what the second act can look like for women in their 40s–60s.

This podcast likely appeals to listeners seeking inspirat... more

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Which podcasts are similar to How Hard Can It Be??

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1. Baby, this is Keke Palmer
2. Angie Martinez IRL
3. IMO with Michelle Obama and Craig Robinson
4. Good Hang with Amy Poehler
5. Dear Chelsea

How many episodes of How Hard Can It Be? are there?

How Hard Can It Be? launched 4 months ago and published 28 episodes to date. You can find more information about this podcast including rankings, audience demographics and engagement in our podcast database.

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What guests have appeared on How Hard Can It Be??

Recent guests on How Hard Can It Be? include:

1. Bonnie Hammer
2. Roselyn Sanchez
3. Taylor Dayne
4. Sunny Hostin
5. Suzanne Gilberg
6. Carmen Rita Wong
7. Justina Machado
8. Judy Reyes

To view more recent guests and their details, simply upgrade your Rephonic account. You'll also get access to a typical guest profile to help you decide if the show is worth pitching.

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