How Hard Can It Be? with Diana Maria Riva

Weekly conversations on midlife challenges for Generation X women AI summary

iHeartPodcasts Visit website › Education · EN · 37 episodes · latest 2026-11-12

Rank 1483

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What it is about

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 unpolished, unfiltered conversations about the midlife roller coaster. With all the changes, surprises and WTFs, join Diana and celebrity guests, experts, and allies as they tackle everything in the second act of life, love, sex and society, as we ask… How hard can it be?

Publisher’s own description, taken unchanged from the podcast feed.
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Latest episodes

Shoshana Bean on Heartbreak, Deciding She’s Just Getting Started, and Staying Wild

2026-11-12 · 47 min · Season 1, episode 28

Broadway superstar and Tony winner Shoshana Bean (The Lost Boys, Wicked, Hell’s Kitchen) joins host Diana Maria Riva to talk about what women in midlife often don’t hear: You’re just getting started. Shoshana and Diana…
Midlife Makeup Secrets, Must-Haves, and AbraCADAVER No More with Makeup Guru Erica Taylor

2026-11-05 · 47 min · Season 1, episode 27

The midlife makeup guru herself, Erica Taylor, joins the show this week to re-route your routine! She discusses the importance of skin prepping, how exfoliating is often the un-sexy answer to great makeup, and puffy…
Anjali Bhimani on Going After Your Dreams, Dealing with Grief, and Why Midlife isn’t All Downhill

2026-10-29 · 44 min · Season 1, episode 26

Actress Anjali Bhimani (Ms. Marvel, Overwatch, Apex Legends) stops by the show to talk about the challenges of choosing a career in TV/film in an Indian household, how she learned she doesn’t have to go through life…
Domestic Violence Awareness Month: A Survivor’s Story and Where to Find Help

2026-10-22 · 51 min · Season 1, episode 25

Content warning: This episode talks about domestic violence, relationship abuse, emotional control and coercive control. Please listen with care. You can reach the National Domestic Violence Hotline 24/7, in English and…
Maria Hinojosa on the Importance of Independence in a Marriage, Asking Your Kids for Forgiveness, and Being a ‘Wisdom Elder'

2026-10-15 · 46 min · Season 1, episode 24

Pulitzer Prize-Winning Journalist Maria Hinojosa joins Diana Maria Riva to discuss how she’s managed to keep her identity, the secret to her 35-year marriage, and asking her kids for forgiveness for the time her work…
Millennials vs. Gen X: Comparing Notes on Midlife with Francia Raisa & Jessica Marie Garcia

2026-10-08 · 51 min · Season 1, episode 23

Host Diana Maria Riva is joined by her millennial babes Francia Raisa (Grown-ish, How I Met Your Father) and Jessica Marie Garcia (Liv and Maddie, On My Block) to swap notes on what midlife really looks like. They talk…
Toxic Love, the Sex and the City Paradox, and Dating Right after 50 with Sabrina Bendory

2026-10-01 · 50 min · Season 1, episode 22

Host Diana Maria Riva sits down with relationship coach and bestselling author Sabrina Bendory to talk about finding love, recognizing the difference between chaos and chemistry, and the discovering of our true selves…
Ashley Jones on the AARP Ambush, Dating Profiles, and Co-Parenting After Divorce

2026-09-24 · 44 min · Season 1, episode 21

Actress Ashley Jones (The Bold and the Beautiful, General Hospital, Beyond the Gates) joins host Diana Maria Riva to talk about recognizing anxiety as a legit symptom of perimenopause, her uninvited notification from…
Elisa Donovan on Grief, Saying No, and Rebuilding After Losing it All

2026-09-17 · 37 min · Season 1, episode 20

Actress Elisa Donovan (Clueless,Night at the Roxbury, Sabrina the Teenage Witch) stops by the show and discusses the blow felt when everything you’ve built your identity on disappears at once, the difference between…
Shaun Robinson on Aging Out Loud, the Power of Representation, and Helping the Next Generation

2026-09-10 · 46 min · Season 1, episode 19

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…

Episode details from the publisher’s feed. Playback happens at the publisher.

Publisher details

Oldest episode in feed: 04/2026
Typical length: 35 min
Format: Episodic Newest first, episodes stand alone

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