This week, it's the mini(est) of all solo episodes as we move into our forever home. I break down why it's important to show up, even when you're tired and feeling oogly moogly, and why we should all place a little less importance of milestone birthdays and start giving ourselves more milestone moments, regardless of what age we are. I'll be back next Thursday with a full solo episode where I answer your voicemails, so head on over to speakpipe.com/brutallyannapodcast to leave me a message. Lear...
Jan 23, 2025•11 min
If there's anything Mathilde Thomas' life can teach is, it's that we don't need to be ready in order to start. Keywords: dating, society, culture, relationships, love lessons, dating advice, toxic relationships, overcoming failure, date yourself, love and money, marriage advice The co-founder of the viral French skincare brand, Caudalie, Mathilde joins me in the studio to discuss how she met her husband and his decidedly unconventional "pick-up line", why sometimes, taking a break from your rela...
Jan 20, 2025•55 min
This week, I'm discussing the LA fires, the devastation of losing your home and why insurance doesn't cover the most important parts of what made a house our home. And, since I'm just freezing in sub-zero Connecticut temperatures rather than experiencing the hellfire in LA, I decide my pride is fair game to take shots at in a feeble attempt to make you all chuckle a little by divulging way too much information about my most humbling experience ever (hint: diarrhea in a fridge). I answer your voi...
Jan 16, 2025•57 min
Former Miss New York, social media star and TV host Taryn Delanie Smith’s life could’ve gone in a very different direction if it wasn’t for the power of her single mother and the community of women who raised her. Keywords: dating, society, culture, relationships, love lessons, dating advice, toxic relationships, overcoming failure, date yourself, being behind, love and money, marriage advice On this week’s episode, we unpack the ways in which Taryn’s life worked out exactly the way it was suppo...
Jan 13, 2025•1 hr 15 min
Don't do as Bernie Madoff did (ie. commit history's largest Ponzi scheme), but you can learn from why he was able to do what he did. This week, I'm discussing why sometimes, gaslighting yourself into believing you're capable of something well before you actually do it can be a self-fulfilling prophecy that snowballs into others believing in you, too. If you've ever written yourself off, tune into this episode and hear the stories that inspired me to create possibility where I once found impossib...
Jan 09, 2025•57 min
We're joined this week with Vivian Tu as she doles out the advice we all need to hear on how to stop settling for less than what you deserve whether that's at work or in your love life. Keywords: dating, society, culture, relationships, love lessons, dating advice, toxic relationships, overcoming failure, date yourself, being behind, love and money, prenups, marriage advice Vivian's story shows us all how to stop letting other people write the narrative to your life and why you shouldn't avoid d...
Jan 06, 2025•1 hr 19 min
Happy New Year to all my biddies! This week, I'm breaking down how to appreciate your year-in-review, even if nothing profound or life-changing happened in 2024, and why you probably made more progress than you think you did. We're discussing how to handle those *weird* feelings you get when it feels like everyone around you cured cancer and went to the moon and you, on the other hand, managed to barely survive the year that just passed. I discuss how my faith and trust in God has helped me help...
Jan 02, 2025•46 min
If it’s not love at first sight…try again. Keywords: dating, society, culture, relationships, love lessons, dating advice, toxic relationships, overcoming failure, single at the holidays, date yourself, being behind, love and money With decades of professional matchmaking wisdom, Netflix-star Aleeza Ben Shalom sits down and answers my questions on whether soulmates exist, why it doesn’t have to be love at first sight in order for it to be everlasting love, and whether there is someone out there ...
Dec 30, 2024•1 hr
On this week's solo episode, I'm breaking down my thoughts on our collective obsession with Luigi Mangione, the psychology behind why women fall in love with prisoners and how those theories apply to why you just can't seem to quit your situationship. I'm bringing it back to the only class I'll really ever remember from my days at NYU, the relativity of morality, and whether all is fair in love and war. On this week's voicemails, I answer your questions on how to rebuild your life from ground ze...
Dec 26, 2024•48 min
What’s the difference between a narcissistic person and a selfish person? Keywords: dating, society, culture, relationships, love lessons, dating advice, toxic relationships, overcoming failure, single at the holidays, date yourself, being behind, love and money This week, I’m joined by Dr. Jaime Zuckerman, a licensed clinical psychologist and narcissistic abuse expert to discuss all the ways we can spot narcissistic personality disorder early on a relationship, how to deal with a narcissistic f...
Dec 23, 2024•1 hr 4 min
Being alone (at the holidays or otherwise) doesn't mean you have to be lonely. Keywords: dating, society, culture, relationships, love lessons, dating advice, toxic relationships, overcoming failure, date yourself, being behind, love and money, marriage advice On this week's solo episode, I discuss the choice to be alone at the holidays and why we all need to embrace aloneness, even if it completely and utterly sucks at first. I break down why I spent a lot of time with friends and men that didn...
Dec 19, 2024•1 hr 1 min
This week, I sit down with Brandon Berman and Harrison Forman, the creators of the viral live dating show, UpDating, where contestants date blindfolded in front of a live audience. Keywords: dating, society, culture, relationships, love lessons, dating advice, toxic relationships, overcoming failure, single at the holidays, date yourself, being behind, love and money We discuss everything from whether they believe if men and women can really be just friends, the awkward beginnings of both of the...
Dec 16, 2024•1 hr 26 min•Ep. 10
This week, I'm breaking down my thoughts on Netflix's Ashley Madison documentary and the Laci Peterson story. Keywords: dating, society, culture, relationships, love lessons, dating advice, toxic relationships, overcoming failure, date yourself, being behind, love and money, cheating, infidelity, narcissism, self-help Tune in for my thoughts on why (some) people cheat, why I think it's okay to be married to a cheater, but not to date a cheater, and how to spot signs of love bombing. We dive into...
Dec 12, 2024•54 min
Kaitlin Reagan knows a thing or two about letting go. Keywords: dating, society, culture, relationships, love lessons, dating advice, toxic relationships, overcoming failure, single at the holidays, date yourself, being behind, love and money In this week’s episode, I sit down with Kaitlin to talk about her journey as the daughter of a single mom in Brooklyn to TikTok stardom and losing her boyfriend, Francesco, to cancer along the way. Find out why Kaitlin doesn’t believe in long distance relat...
Dec 09, 2024•1 hr 17 min•Ep. 9
Emotional baggage comes in many forms and mine comes when it's time to make our Christmas card. Keywords: dating, society, culture, relationships, love lessons, dating advice, toxic relationships, overcoming failure, single at the holidays, date yourself, being behind, love and money This week, I discuss the culture of Christmas cards and all the reasons why smiling photos of perfect families on a 5x7 make me feel some type of way and what to remember this holiday season if your life is looking ...
Dec 05, 2024•1 hr 5 min
Kelly Rizzo wants us all to know that it’s okay to laugh at death. Keywords: dating, society, culture, relationships, love lessons, dating advice, toxic relationships, overcoming failure, single at the holidays, date yourself, being behind, love and money She’s the creator of the award-winning production company, Eat Travel Rock Productions and recently competed on Fox’s Special Forces, but Kelly and I sit down today to talk more about how losing her husband, Bob Saget, forced her to learn that ...
Dec 02, 2024•1 hr 19 min•Ep. 8
Happy Thanksgiving to all my American biddies and this Thanksgiving, I'm grateful for the psychic that made me realize that I needed to go back on Zoloft. Keywords: dating, society, culture, relationships, love lessons, dating advice, toxic relationships, overcoming failure, single at the holidays, date yourself, being behind, love and money This week, I'm discussing all things antidepressants, medication, and why a bad reading from a psychic led me to get back onto a good path with my mental he...
Nov 28, 2024•47 min•Ep. 11
What’s it like to feel like an outsider your entire life? Keywords: dating, society, culture, relationships, love lessons, dating advice, toxic relationships, overcoming failure, single at the holidays, date yourself, being behind, love and money On this week’s episode, we sit down with beauty and skincare influencer, Ava Lee, on life before going viral for her “jelloskin” tips and the power of reinventing yourself. Ava dishes on growing up in Shanghai and her first time in America as a college ...
Nov 25, 2024•1 hr 7 min•Ep. 7
On this week's solo episode, I'm coming to you, kind of live, from my hotel room in LA with a mixture of gratitude and Wellbutrin. Keywords: dating, society, culture, relationships, love lessons, dating advice, toxic relationships, overcoming failure, single at the holidays, date yourself, being behind, love and money We're reminding ourselves that our mental state is not always an accurate reflection of what the reality is around us, and that having sad moments doesn't make us sad people, it ju...
Nov 21, 2024•49 min
Beauty influencer and TV host Cyrus Veyssi wants us all to know that if a space wasn’t made for you, you can make a space for yourself. Keywords: dating, society, culture, relationships, love lessons, dating advice, toxic relationships, overcoming failure, single at the holidays, date yourself, being behind, love and money On this week’s episode, Cyrus discusses their experience as a non-binary child of immigrants in suburban Boston, why it’s important to understand the difference between someon...
Nov 18, 2024•1 hr 25 min•Ep. 6
On this week's solo episode, I discuss why sometimes, losing everything you have is the key to getting everything you want. Keywords: dating, society, culture, relationships, love lessons, dating advice, toxic relationships, overcoming failure, single at the holidays, date yourself, being behind, love and money If you're wondering how to keep your life together when it appears to insist on falling apart, tune into this episode as we chat about how your "all is lost" moment is not your demise, bu...
Nov 14, 2024•53 min•Ep. 6
The queen of confidence, Serena F*cking Kerrigan, wants us all to know that you’re not delulu (*delusional in non-TikTok speak), you just haven’t been taught how to ask for what you want. Keywords: dating, society, culture, relationships, love lessons, dating advice, toxic relationships, overcoming failure, single at the holidays, date yourself, being behind, love and money This week, we discuss the importance of listening to your intuition, why Serena believes that we need to emphasize the impo...
Nov 11, 2024•1 hr 30 min•Ep. 5
On this bonus solo episode, we're diving into why dating apps are the gift wrapping of men and why I'm the not-so-proud owner of no less than a dozen cheese boards. Keywords: dating, society, culture, relationships, love lessons, dating advice, toxic relationships, overcoming failure, single at the holidays, date yourself, being behind, love and money Tune in as I unpack the psychology about why gift wrapping influences how much we like the gift itself, how it relates to dating, as well as why s...
Nov 07, 2024•48 min•Ep. 5
Vanderpump Rules star and entrepreneur Katie Maloney shows us why the path not taken is often the path we’re meant to take. Keywords: dating, society, culture, relationships, love lessons, dating advice, toxic relationships, overcoming failure, single at the holidays, date yourself, being behind, love and money On this week’s episode Katie details her life as a college dropout, her days before reality TV and VPR, and how she decided that she could only find her best life if she found the courage...
Nov 04, 2024•1 hr 19 min•Ep. 4
Lindsey Metselaar, host of the hit dating podcast, We Met At Acme, proves that getting dumped on your birthday can sometimes lead to great things. Keywords: dating, society, culture, relationships, love lessons, dating advice, toxic relationships, overcoming failure, single at the holidays, date yourself, being behind, love and money On this week’s episode, find out why women should listen to what men actually say, why Lindsey believes women are less likely to fall in love at first sight than me...
Oct 27, 2024•1 hr 12 min•Ep. 3
We’re kicking things off with Violet Benson, host of the podcast Almost Adulting and the brain behind the viral Instagram account @daddyissues_. Keywords: dating, society, culture, relationships, love lessons, dating advice, toxic relationships, overcoming failure, single at the holidays, date yourself, being behind, love and money On this episode, we dive into how Violet managed to break the intergenerational trauma of her upbringing, why she thinks you keep attracting all the wrong men (aka Ch...
Oct 27, 2024•1 hr 19 min•Ep. 2
Welcome to Brutally Anna, a podcast about finding love, losing love, and all the things we think about a lot, but don’t talk about enough. Keywords: dating, society, culture, relationships, love lessons, dating advice, toxic relationships, overcoming failure, single at the holidays, date yourself, being behind, love and money I’m your host, Anna Kai aka maybeboth across social media, here to remind you that life can be beautiful, even when it’s freaking brutal. On this brand new podcast, I’m joi...
Oct 26, 2024•1 min•Ep. 1
