When writer Laura Stassi’s marriage ended after nearly 30 years, she asked friends and relationship experts for advice on navigating the dating scene. On Dating While Gray, Laura shares what she’s learned: love doesn’t get easier as you get older.

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Laura chats with one of Dating While Gray’s role models: Meredith Goldstein, Boston Globe advice columnist and host of the Love Letters podcast.  Our Sponsors: * Check out Armoire and use my code DATINGWHILEGRAY for a great deal: www.armoire.style * Check out Happy Mammoth and use my code DATINGWHILEGRAY for a great deal: happymammoth.com * Check out Quince: quince.com/datingwhilegray Advertising Inquiries: <a href='https://redcircle.com/brands'>https://redcircle.com/brands</a> Privacy & Opt-Out: <a href='https://redcircle.com/privacy'>https://redcircle.com/privacy</a>

Laura chats with one of Dating While Gray’s role models: Meredith Goldstein, Boston Globe advice columnist and host of the Love Letters podcast. 



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Speed Dating While Gray: Tell Meredith Goldstein All About It

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Medicare is more complicated, and expensive, than many people realize. Also, it’s not too early to start thinking about this benefit. An Arm and a Leg host Dan Weissmann gets the scoop from Sarah Jane Tribble, who’s been covering the story for KFF Health News and the Washington Post. Our Sponsors: * Check out Armoire and use my code DATINGWHILEGRAY for a great deal: www.armoire.style * Check out Happy Mammoth and use my code DATINGWHILEGRAY for a great deal: happymammoth.com * Check out Quince: quince.com/datingwhilegray Advertising Inquiries: <a href='https://redcircle.com/brands'>https://redcircle.com/brands</a> Privacy & Opt-Out: <a href='https://redcircle.com/privacy'>https://redcircle.com/privacy</a>

Medicare is more complicated, and expensive, than many people realize. Also, it’s not too early to start thinking about this benefit. An Arm and a Leg host Dan Weissmann gets the scoop from Sarah Jane Tribble, who’s been covering the story for KFF Health News and the Washington Post.


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Laura’s Podcast Pick: An Arm and a Leg, The Medicare Episode

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A growing number of older couples are not sharing space 24/7. It’s called living apart together, or LAT. Anthropologist Helen Fisher reveals her LAT arrangement with husband John. Then Laura chats with Vicki Larson, author of the forthcoming “LATitude: How to Make a Live Apart Together Relationship Work.” Finally,  an LAT arrangement involving a duplex sparks a courtroom battle. Our Sponsors: * Check out Armoire and use my code DATINGWHILEGRAY for a great deal: www.armoire.style * Check out Happy Mammoth and use my code DATINGWHILEGRAY for a great deal: happymammoth.com * Check out Quince: quince.com/datingwhilegray Advertising Inquiries: <a href='https://redcircle.com/brands'>https://redcircle.com/brands</a> Privacy & Opt-Out: <a href='https://redcircle.com/privacy'>https://redcircle.com/privacy</a>

A growing number of older couples are not sharing space 24/7. It’s called living apart together, or LAT. Anthropologist Helen Fisher reveals her LAT arrangement with husband John. Then Laura chats with Vicki Larson, author of the forthcoming “LATitude: How to Make a Live Apart Together Relationship Work.” Finally,  an LAT arrangement involving a duplex sparks a courtroom battle.

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One Love, Two Homes

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Ahead of the international get-high holiday of 4/20, Laura chats with cannabis researcher Dr. Peter Grinspoon. He also has thoughts about dating. Plus, the Golden Bachelor couple announced they’re getting divorced. Did you see it coming? Listeners – and Laura – have thoughts.  Our Sponsors: * Check out Armoire and use my code DATINGWHILEGRAY for a great deal: www.armoire.style * Check out Happy Mammoth and use my code DATINGWHILEGRAY for a great deal: happymammoth.com * Check out Quince: quince.com/datingwhilegray Advertising Inquiries: <a href='https://redcircle.com/brands'>https://redcircle.com/brands</a> Privacy & Opt-Out: <a href='https://redcircle.com/privacy'>https://redcircle.com/privacy</a>

Ahead of the international get-high holiday of 4/20, Laura chats with cannabis researcher Dr. Peter Grinspoon. He also has thoughts about dating. Plus, the Golden Bachelor couple announced they’re getting divorced. Did you see it coming? Listeners – and Laura – have thoughts.

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Smoke … and Mirrors

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Crystal and Dave clicked! First online, and then in real life. Are they moving too fast? Have the red flags been flying all along? Laura talks with each of them about their relationship journey. Our Sponsors: * Check out Armoire and use my code DATINGWHILEGRAY for a great deal: www.armoire.style * Check out Happy Mammoth and use my code DATINGWHILEGRAY for a great deal: happymammoth.com * Check out Quince: quince.com/datingwhilegray Advertising Inquiries: <a href='https://redcircle.com/brands'>https://redcircle.com/brands</a> Privacy & Opt-Out: <a href='https://redcircle.com/privacy'>https://redcircle.com/privacy</a>

Crystal and Dave clicked! First online, and then in real life. Are they moving too fast? Have the red flags been flying all along? Laura talks with each of them about their relationship journey.


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Anatomy of a Fall

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Sydney helps mom Jennifer navigate the dating apps. Widower Herb offers daughter Jen tips for a successful long-term relationship, even as bad timing keeps him apart from his longtime love. Both stories prove that the ties that bind us need not be restrictive. They can provide just the right amount of support, at just the right time. Our Sponsors: * Check out Armoire and use my code DATINGWHILEGRAY for a great deal: www.armoire.style * Check out Happy Mammoth and use my code DATINGWHILEGRAY for a great deal: happymammoth.com * Check out Quince: quince.com/datingwhilegray Advertising Inquiries: <a href='https://redcircle.com/brands'>https://redcircle.com/brands</a> Privacy & Opt-Out: <a href='https://redcircle.com/privacy'>https://redcircle.com/privacy</a>

Sydney helps mom Jennifer navigate the dating apps. Widower Herb offers daughter Jen tips for a successful long-term relationship, even as bad timing keeps him apart from his longtime love. Both stories prove that the ties that bind us need not be restrictive. They can provide just the right amount of support, at just the right t

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Love Is A Family Affair

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In the first episode of our new microcast, Speed Dating While Gray, a matchmaker makes a provocative, off-topic comment about Laura’s gray hair. Our Sponsors: * Check out Armoire and use my code DATINGWHILEGRAY for a great deal: www.armoire.style * Check out Happy Mammoth and use my code DATINGWHILEGRAY for a great deal: happymammoth.com * Check out Quince: quince.com/datingwhilegray Advertising Inquiries: <a href='https://redcircle.com/brands'>https://redcircle.com/brands</a> Privacy & Opt-Out: <a href='https://redcircle.com/privacy'>https://redcircle.com/privacy</a>

In the first episode of our new microcast, Speed Dating While Gray, a matchmaker makes a provocative, off-topic comment about Laura’s gray hair.

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(Encore) Speed DWG: Dyeing To Be Dateable

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Does the number 1 rule in real estate value also apply to finding new love? Hometown dating field reports are filed by listeners including Marina, in Denmark’s capital city; and relational coach Diana Lockett, in a ruggedly scenic part of Canada. Our Sponsors: * Check out Armoire and use my code DATINGWHILEGRAY for a great deal: www.armoire.style * Check out Happy Mammoth and use my code DATINGWHILEGRAY for a great deal: happymammoth.com * Check out Quince: quince.com/datingwhilegray Advertising Inquiries: <a href='https://redcircle.com/brands'>https://redcircle.com/brands</a> Privacy & Opt-Out: <a href='https://redcircle.com/privacy'>https://redcircle.com/privacy</a>

Does the number 1 rule in real estate value also apply to finding new love? Hometown dating field reports are filed by listeners including Marina, in Denmark’s capital city; and relational coach Diana Lockett, in a ruggedly scenic part of Canada.

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Location, Location, Location

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Listener Stacy is mulling over a marriage proposal. History and tradition suggest that’s the ultimate romantic commitment expression. But at our age, does it make financial sense? For help answering that question, Laura calls on two experts: a financial planner, and a prenup attorney. Our Sponsors: * Check out Armoire and use my code DATINGWHILEGRAY for a great deal: www.armoire.style * Check out Happy Mammoth and use my code DATINGWHILEGRAY for a great deal: happymammoth.com * Check out Quince: quince.com/datingwhilegray Advertising Inquiries: <a href='https://redcircle.com/brands'>https://redcircle.com/brands</a> Privacy & Opt-Out: <a href='https://redcircle.com/privacy'>https://redcircle.com/privacy</a>

Listener Stacy is mulling over a marriage proposal. History and tradition suggest that’s the ultimate romantic commitment expression. But at our age, does it make financial sense? For help answering that question, Laura calls on two experts: a financial planner, and a prenup attorney.


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Maybe I Do

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Maybe we’re doing it, maybe we’re not. Maybe we want to, maybe we don’t. We might be thinking about it … intimacy coach Anna Marti offers insights for all of us, plus Cate and other listeners share their concerns. Our Sponsors: * Check out Armoire and use my code DATINGWHILEGRAY for a great deal: www.armoire.style * Check out Happy Mammoth and use my code DATINGWHILEGRAY for a great deal: happymammoth.com * Check out Quince: quince.com/datingwhilegray Advertising Inquiries: <a href='https://redcircle.com/brands'>https://redcircle.com/brands</a> Privacy & Opt-Out: <a href='https://redcircle.com/privacy'>https://redcircle.com/privacy</a>

Maybe we’re doing it, maybe we’re not. Maybe we want to, maybe we don’t. We might be thinking about it … intimacy coach Anna Marti offers insights for all of us, plus Cate and other listeners share their concerns.


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Sex On My Mind

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When it comes to finding love or making a commitment, is there ever an expiration date? Laura talks with Julie, who’s been on the dating market for almost a quarter-century. Then she checks in with Clyde and Trish, who’ve chosen the slow road despite instant chemistry. Our Sponsors: * Check out Armoire and use my code DATINGWHILEGRAY for a great deal: www.armoire.style * Check out Happy Mammoth and use my code DATINGWHILEGRAY for a great deal: happymammoth.com * Check out Quince: quince.com/datingwhilegray Advertising Inquiries: <a href='https://redcircle.com/brands'>https://redcircle.com/brands</a> Privacy & Opt-Out: <a href='https://redcircle.com/privacy'>https://redcircle.com/privacy</a>

When it comes to finding love or making a commitment, is there ever an expiration date? Laura talks with Julie, who’s been on the dating market for almost a quarter-century. Then she checks in with Clyde and Trish, who’ve chosen the slow road despite instant chemistry.


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Long Leap to Love

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What happens when a journalist covering the older-dating beat tries to get real about a TV show? Listeners weigh in with their opinions – about The Golden Bachelor and also, everything Laura said about it for Slate’s recap podcast. Our Sponsors: * Check out Armoire and use my code DATINGWHILEGRAY for a great deal: www.armoire.style * Check out Happy Mammoth and use my code DATINGWHILEGRAY for a great deal: happymammoth.com * Check out Quince: quince.com/datingwhilegray Advertising Inquiries: <a href='https://redcircle.com/brands'>https://redcircle.com/brands</a> Privacy & Opt-Out: <a href='https://redcircle.com/privacy'>https://redcircle.com/privacy</a>

What happens when a journalist covering the older-dating beat tries to get real about a TV show? Listeners weigh in with their opinions – about The Golden Bachelor and also, everything Laura said about it for Slate’s recap podcast.


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Revisiting That Other Reality Dating Show

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Longtime dating coach Damona Hoffman offers practical and optimistic insights from her book, “F the Fairy Tale: Rewrite the Dating Myths and Live Your Own Love Story.” Plus, listeners share their true stories about the search for love. Our Sponsors: * Check out Armoire and use my code DATINGWHILEGRAY for a great deal: www.armoire.style * Check out Happy Mammoth and use my code DATINGWHILEGRAY for a great deal: happymammoth.com * Check out Quince: quince.com/datingwhilegray Advertising Inquiries: <a href='https://redcircle.com/brands'>https://redcircle.com/brands</a> Privacy & Opt-Out: <a href='https://redcircle.com/privacy'>https://redcircle.com/privacy</a>

Longtime dating coach Damona Hoffman offers practical and optimistic insights from her book, “F the Fairy Tale: Rewrite the Dating Myths and Live Your Own Love Story.” Plus, listeners share their true stories about the search for love.

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Dating in Real Life

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With true stories and expert insights, host Laura Stassi continues her journalistic mission to uncover and share what it takes to make and keep new love connections in the later years of life. Our Sponsors: * Check out Armoire and use my code DATINGWHILEGRAY for a great deal: www.armoire.style * Check out Happy Mammoth and use my code DATINGWHILEGRAY for a great deal: happymammoth.com * Check out Quince: quince.com/datingwhilegray Advertising Inquiries: <a href='https://redcircle.com/brands'>https://redcircle.com/brands</a> Privacy & Opt-Out: <a href='https://redcircle.com/privacy'>https://redcircle.com/privacy</a>

With true stories and expert insights, host Laura Stassi continues her journalistic mission to uncover and share what it takes to make and keep new love connections in the later years of life.

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Trailer: Reintroducing Dating While Gray

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An online encounter has Laura wondering: When it comes to older heterosexual dating, are women trying to school men? Weighing in are widower Steve, a feminist who bristles at traditional advice; and Kevin, who’s still feeling the sting of the gray divorce his wife initiated.  Our Sponsors: * Check out Armoire and use my code DATINGWHILEGRAY for a great deal: www.armoire.style * Check out Happy Mammoth and use my code DATINGWHILEGRAY for a great deal: happymammoth.com * Check out Quince: quince.com/datingwhilegray Advertising Inquiries: <a href='https://redcircle.com/brands'>https://redcircle.com/brands</a> Privacy & Opt-Out: <a href='https://redcircle.com/privacy'>https://redcircle.com/privacy</a>

An online encounter has Laura wondering: When it comes to older heterosexual dating, are women trying to school men? Weighing in are widower Steve, a feminist who bristles at traditional advice; and Kevin, who’s still feeling the sting of the gray divorce his wife initiated.

Our Sponsors:
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Encore: What (Some) Men Want

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When couples mix business and pleasure, can both their romantic and work partnerships survive and thrive? Laura talks with “accidental CEO” Allison, and home-building entrepreneur Karen. This episode sponsored by Edgespace.  Our Sponsors: * Check out Armoire and use my code DATINGWHILEGRAY for a great deal: www.armoire.style * Check out Happy Mammoth and use my code DATINGWHILEGRAY for a great deal: happymammoth.com * Check out Quince: quince.com/datingwhilegray Advertising Inquiries: <a href='https://redcircle.com/brands'>https://redcircle.com/brands</a> Privacy & Opt-Out: <a href='https://redcircle.com/privacy'>https://redcircle.com/privacy</a>

When couples mix business and pleasure, can both their romantic and work partnerships survive and thrive? Laura talks with “accidental CEO” Allison, and home-building entrepreneur Karen. This episode sponsored by Edgespace.

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Encore: Love and Business

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With five committed relationships in 20 years, the apps are panning out for listener Jean. Plus, two former Dating While Gray guests randomly connect online and make a dinner date. Laura tags along and then uncovers what happened afterward. Was it a love hit … or a miss? Our Sponsors: * Check out Armoire and use my code DATINGWHILEGRAY for a great deal: www.armoire.style * Check out Happy Mammoth and use my code DATINGWHILEGRAY for a great deal: happymammoth.com * Check out Quince: quince.com/datingwhilegray Advertising Inquiries: <a href='https://redcircle.com/brands'>https://redcircle.com/brands</a> Privacy & Opt-Out: <a href='https://redcircle.com/privacy'>https://redcircle.com/privacy</a>

With five committed relationships in 20 years, the apps are panning out for listener Jean. Plus, two former Dating While Gray guests randomly connect online and make a dinner date. Laura tags along and then uncovers what happened afterward. Was it a love hit … or a miss?



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Encore: More Dishing on Dating

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After counting up the romantic encounters she’s had this year, Laura asks older singles for their numbers. Tea spillers include Vinnie and Rachel; Kevin, who discovers three times is not the charm; and Allison, who widens her Zip code parameters. Our Sponsors: * Check out Armoire and use my code DATINGWHILEGRAY for a great deal: www.armoire.style * Check out Happy Mammoth and use my code DATINGWHILEGRAY for a great deal: happymammoth.com * Check out Quince: quince.com/datingwhilegray Advertising Inquiries: <a href='https://redcircle.com/brands'>https://redcircle.com/brands</a> Privacy & Opt-Out: <a href='https://redcircle.com/privacy'>https://redcircle.com/privacy</a>

After counting up the romantic encounters she’s had this year, Laura asks older singles for their numbers. Tea spillers include Vinnie and Rachel; Kevin, who discovers three times is not the charm; and Allison, who widens her Zip code parameters.


Our Sponsors:
* Check out Armoire and use my code DATINGWHILEGRAY for a great deal: www.armoire.style
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Encore: Dishing on Dating

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A dating site profile question leads Laura to explore cannabis use among older daters. Dosages, smoking vs. ingesting, medical and bedroom benefits … listeners weigh in with their cautionary tales, tips, and true stories. Our Sponsors: * Check out Armoire and use my code DATINGWHILEGRAY for a great deal: www.armoire.style * Check out Happy Mammoth and use my code DATINGWHILEGRAY for a great deal: happymammoth.com * Check out Quince: quince.com/datingwhilegray Advertising Inquiries: <a href='https://redcircle.com/brands'>https://redcircle.com/brands</a> Privacy & Opt-Out: <a href='https://redcircle.com/privacy'>https://redcircle.com/privacy</a>

A dating site profile question leads Laura to explore cannabis use among older daters. Dosages, smoking vs. ingesting, medical and bedroom benefits … listeners weigh in with their cautionary tales, tips, and true stories.

Our Sponsors:
* Check out Armoire and use my code DATINGWHILEGRAY for a great deal: www.armoire.style
* Check out Happy Mammoth and use my code DATINGWHILEGRAY for a great deal: happymammoth.com
* Check out Quince: quince.com/datingwhilegray 

Advertising Inquiries: https://redcircle.com/brands

Privacy & Opt-Out: https://redcircle.com/privacy

Encore: It’s 420 Somewhere

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Shannon’s  back on the dating market, this time with the diagnosis of a gradually disabling disease. Patrice’s plans with her long-time partner are upended by a sudden health crisis. How do medical issues impact the love connections we find, and the ones we seek? Our Sponsors: * Check out Armoire and use my code DATINGWHILEGRAY for a great deal: www.armoire.style * Check out Happy Mammoth and use my code DATINGWHILEGRAY for a great deal: happymammoth.com * Check out Quince: quince.com/datingwhilegray Advertising Inquiries: <a href='https://redcircle.com/brands'>https://redcircle.com/brands</a> Privacy & Opt-Out: <a href='https://redcircle.com/privacy'>https://redcircle.com/privacy</a>

Shannon’s  back on the dating market, this time with the diagnosis of a gradually disabling disease. Patrice’s plans with her long-time partner are upended by a sudden health crisis. How do medical issues impact the love connections we find, and the ones we seek?


Our Sponsors:
* Check out Armoire and use my code DATINGWHILEGRAY for a great deal: www.armoire.style
* Check out Happy Mammoth and use my code DATINGWHILEGRAY for a great deal: happymammoth.com
* Check out Quince: quince.com/datingwhilegray 

Advertising Inquiries: https://redcircle.com/brands

Privacy & Opt-Out: https://redcircle.com/privacy

Encore: Health and Romance

Dating While Gray™

When writer Laura Stassi’s marriage ended after nearly 30 years, she asked friends and relationship experts for advice on navigating the dating scene. On Dating While Gray, Laura shares what she’s learned: love doesn’t get easier as you get older.
