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Toxic Love, the Sex and the City Paradox, and Dating Right after 50 with Sabrina Bendory
Toxic Love, the Sex and the City Paradox, and Dating Right after 50 with Sabrina Bendory

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…

7 hours ago

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Ashley Jones on the AARP Ambush, Dating Profiles, and Co-Parenting After Divorce
Ashley Jones on the AARP Ambush, Dating Profiles, and Co-Parenting After Divorce

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 a…

1 week ago

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Elisa Donovan on Grief, Saying No, and Rebuilding After Losing it All
Elisa Donovan on Grief, Saying No, and Rebuilding After Losing it All

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…

2 weeks ago

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

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…

3 weeks ago

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Happy Hour with Tina: Midlife Opportunities, Forget the Clock, and Why Won’t Our Kids Just Live With us Forever?!
Happy Hour with Tina: Midlife Opportunities, Forget the Clock, and Why Won’t Our Kids Just Live With us Forever?!

Season 1

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 conv…

3 weeks, 2 days ago

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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”
Bonnie Hammer on Becoming the Queen of Cable, Dreams that Keep you Stuck, and Why It’s Never a Permanent “No”

Season 1 Episode 18

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 …

4 weeks ago

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Roselyn Sanchez on the Beauty of her 40’s and 50’s, Breaking Cycles, and Raising a Mini-me
Roselyn Sanchez on the Beauty of her 40’s and 50’s, Breaking Cycles, and Raising a Mini-me

Season 1 Episode 17

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 …

1 month ago

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Taylor Dayne on Why Turning 50 was Brutal, the Joys & Heartbreak of Motherhood, and Swiping Right in Midlife
Taylor Dayne on Why Turning 50 was Brutal, the Joys & Heartbreak of Motherhood, and Swiping Right in Midlife

Season 1 Episode 16

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, …

1 month, 1 week ago

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Happy Hour with Tina: Some People Like Surprises, Dishwasher Loading Etiquette, and Why is Everyone Pivoting?
Happy Hour with Tina: Some People Like Surprises, Dishwasher Loading Etiquette, and Why is Everyone Pivoting?

Season 1

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 Hosti…

1 month, 1 week ago

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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
Sunny Hostin on her Ruined Mother’s Day, the Parenting of Adult Children, and the Lessons, Sanity, and Santeria of a 28-year Marriage

Season 1 Episode 15

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 hus…

1 month, 2 weeks ago

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