Single on Purpose & Second Date Decision

 

Going through stretches of singlehood is part of the dating process, but when the stretches run long, we can begin to lose our motivation. We may begin to doubt ourselves or question if we can create the kind of future we had in mind.

But what if we told you that these periods of singlehood were actually your greatest opportunities for growth and discovery? A time to confront your past and emerge into the world with a new perspective.

It might feel counterintuitive, but our guest today and good friend of the show, John Kim (AKA The Angry Therapist), is here to help you see the light. He will be joining Damona to talk about how you can transform being single into a joyous, exciting period of personal growth. Plus he’ll share some of the tips and exercises from his new workbook, 31 Days of Single on Purpose.

DATING DISH (1:45)

Here’s how long it takes most people to decide on a second date:

According to a new survey covered by the New York Post, the average dater knows whether or not they’d like to see someone again at the 19-minute mark of their first date. The article also noted some of the main traits folks pay attention to on a first date (manners, conversation skills, etc), as well as taboo first date topics and the main contributors to the end of a relationship. 

As for Damona’s take? Although we may have made up our mind about someone at the 19-minute mark, your best first date should be 1 HOUR LONG. We break it all down on Damona’s blog here…

JOHN KIM (9:10)

John Kim is a Licensed Therapist & Life Coach, best-selling author and the host of The Angry Therapist podcast. His books include It’s Not Me, It’s You; Single On Purpose; I Used To Be A Miserable F*ck and more.

John’s latest book, a workbook, 31 DAYS OF SINGLE ON PURPOSE, is out now!

(11:30) Why a workbook, why now?

Although having written several books, “31 Days of Single On Purpose” is the first workbook John has published. He shares that he always found workbooks kind of cheesy, but what became his main source of inspiration was the aspect of being a community builder, and creating a venue for singles to help each other out using the workbook.

John says that singlehood is the soil most fertile for growth and that finding community or groups of people you resonate with is huge. 

(16:30) What does it really mean to be single on purpose?

Inspired by his book of the same name, John recently began a podcast collective called Single On Purpose (check out Damona’s episode here). But what does it really mean to be single on purpose? 

After having coached many singles who lost themselves in their relationships, John states “it just means to find yourself first.” So when you build a relationship with yourself, you go into relationships with a foundational sense of self.

Mantras and meditation also play a huge role in John’s definition of being single on purpose. There’s so much power in language, and “if we don’t have an intentional mantra, we return to distorted thinking.” 

John continues that being single on purpose isn’t an easy feat, and shares his own struggles with his journey.

(25:10) “I’m not lonely, I’m experiencing loneliness.”

John and Damona dive into one of the hardest aspects of singlehood, which is remembering that everything is temporary. “When you’re single, the big fear is, is this going to be forever?” 

John notes it’s important not to internalize your feelings of loneliness as a permanent state of being and instead remember it is a feeling that will pass. Just like Day 23 of his workbook states, remember that your experiences do not define you.

(30:45) How do you know you’re relationship-ready?

The whole concept of being “ready” for dating or a relationship is a slippery slope. Sometimes we may be ready but we don’t know it yet, or we may think we want to get out there but still have some necessary work to do. 

John and Damona note that you might realize you’re ready when you meet a certain person, or some people even find “ready” while they’re dating. Of course, it’s all up to your discretion. But Johns says “it’s like having children – at some point you just take the leap.”

 

Be sure to follow John on Instagram @TheAngryTherapist and grab a copy of 31 Days of Single on Purpose by visiting TheAngryTherapist.com.

 

DEAR DAMONA (33:45)

Submit your questions on Instagram, Twitter, or Facebook and hear our answers live on the show! Here’s what our listeners asked about this week:

IG Message from P – Hey Damona, I’m a single mom and have struggled to find love… I thought I found it in my most previous relationship but I was so wrong because I became a mistress and now I keep attracting that. I want my own relationship and I’m wondering if that’s what I’m putting out? I don’t want to jump into the wrong relationship because I have to protect myself and my child.

How Long Should A First Date Be?

If you’re asking, “how long should a first date last,” you have to keep in mind that the dating landscape has evolved and the speed of dating has increased dramatically over the last decade. Now, the concept of the “Dating Power Hour” is more relevant than ever. In today’s fast-paced world, where attention spans are shorter and people are busier than ever, a one-hour first date can be the perfect way to leave your date wanting more.

As Maya Angelou said (and Oprah has adopted as her own), when people show you who they are, believe them. This holds true on a first date. In fact, research suggests that people form impressions about each other within the first few seconds of meeting. 

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Many singles assume a date is better the longer they stay together. But going to a second location or letting the date drag on can deplete your energy for dating and wear out your first date welcome.

Here are the top 5 reasons why your best first date should only last 1 hour:

  1.  It’s only a test run: A first date is not about sharing a meal or getting drunk, nor is it about hopping into bed (if you’re seeking a long-term relationship). The first date is a chance to gauge your interest and connection with one another. All you need to know at the end of a first date is that you’re curious enough to spend a second date with them.
  2.  Conserve your time and energy: The sole purpose of a first date with JUST DRINKS (coffee, tea, TWO cocktails tops, etc) is to get in and out as quickly as possible so you can move to a second date, where the anxiety and interview-ish type feelings of meeting someone new are over and done with. From there you can comfortably decide whether you’ve made an interesting connection.
  3.  Ending on a high note: We tend to remember a first date based on the energy we leave with. So if you let a date drag on for 3 or 4 hours (sometimes even 5 or 6), you may be ending on a lull. Having a 1-hour first date will increase the chances of ending on an energetic high.
  4.  Preserve your curiosity: We’ve all made the mistake of oversharing on a first date (or had an experience where your date does the same ). If we divulge too much information on a first date, we might leave our match with the impression that they already know us. Let’s return to the tried but true concept of “leave them wanting more.”
  5.  Treat it like a learning experience: Since you’ll have tons more first dates than you will have fifth and sixth ones, remember to look at each one as a lesson. What did you learn, what do you want to learn, and what can you do with the information? Even a bad first date can teach you something about yourself. Try to focus on the positives and stay as engaged with the conversation as possible.

So as you venture forth into your dating journey, remember the power of the one-hour first date. It’s an efficient way to determine whether you want to see someone again without investing too much time or emotional energy. Keep it short and simple, stay present, and enjoy the process of meeting new people on your dating journey.

Happy dating!

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Language of Love & DM Dating

Are you using all of the available tools to find your match? We know about dating apps. We talked recently about singles parties. And, we’ve even talked about letting your friends set you up. But have you tried flirting on Instagram?

Okay, that last one may feel forward but with so much of our time spent online these days, it actually makes sense. Even still there’s a right way and a wrong way to do it and that’s why my guest today is the perfect person to be joining us. She and her boyfriend have been together for over a YEAR and it all started with a casual DM she sent.

Joy Ofodu is a celebrated voice actor and the host of Dating Unsettled! She will be sharing her IG love story and her top tips for how YOU can use Instagram to find your match. 

DATING DISH (1:52)

How to Fall in Love When You Don’t Speak the Same Language:

In this deep dive from the Atlantic, this article author spoke to different couples all around the globe who were in relationships with someone who spoke a different native tongue. Multilingual relationships are more possible today than ever, with translation apps and learning resources like Duolingo. There are also numerous pros, as well as some obvious obstacles, to dating someone who speaks another language. 

Damona breaks it down, including the unexpected ways speaking different languages can actually benefit your relationship.

JOY OFODU (9:50)

Joy Ofodu is a Creative Executive and voice actor whose voice can be heard in her partnerships with HBO Max, Adult Swim, Netflix, Refinery 29, Meta, Credit Karma, DIRECTV, Upenndo! and more!

She has drawn over 30M views to her original digital comedy content and countless more to inclusion-centered, global marketing campaigns at Instagram. 

Joy is also the host of Dating Unsettled, an audio show designed to validate women daters, available now on all podcast platforms. 

(12:50) What’s happening in these dating streets??

Joy breaks down some of the most common missed opportunities in online dating, including how she ended up with her current partner through a spur of the moment direct message. In her words – “I’m gonna make some people mad. Online dating is the best, quickest, most efficient way to find somebody that you are compatible with on multiple fronts that you can actually kind of control.”

(20:50) Leave some room for grace.

We all know ghosting has been kind of rampant in dating culture as of late, but Damona points out that as a result, we are becoming more quick to cut someone off at the first sign of flakiness. Is there room to give people some grace and remember that nobody’s perfect? 

Joy points out that someone else’s dating rules or deal breakers will not always work for you, and that’s okay. She gives some other pointers on navigating your own dating journey, most importantly to remember to listen to your intuition.

(25:40) The voice note is our dating superpower.

Being a voice actor herself, Joy is the first to recognize there’s something about the power of the human voice. “I think it kind of simulates what you would be experiencing on the date before you even get there, without giving them a full plate. So it’s a teaser. It’s romantic. It’s exciting.”

(32:20) Hardcore Instagram flirting hacks…

On her own podcast, Joy is all about giving her listeners actionable dating advice. She goes over her top IG flirting hacks, including taking advantage of your Close Friends story and making the most of their newest “status” feature.

 

Be sure to follow Joy on Instagram @joyofodu and listen to Dating Unsettled wherever you listen to Dates & Mates!

 

DEAR DAMONA (40:30)

Submit your questions on Instagram, Twitter, or Facebook and hear our answers live on the show! Here’s what our listeners asked about this week:

  • IG Message from Sean – Hi Damona. In your opinion, who should ask if the relationship is “official or exclusive”? The man or the woman? Also in your episode with Lauren Zoeller, you say not to put all the eggs in one a basket until 60-90 days. Does this mean the two should NOT think about becoming exclusive until at least 3 months? Thanks!

Baby, This is Keke Palmer: Appily Ever After?

Are you tired of constantly swiping left on Bumble? There seems to be a surplus of dating apps, but why is it still so difficult to connect with someone online? We hear all these online dating success stories, but why hasn’t it quite clicked for us yet? Luckily this week, we are joined by dating coach and relationship expert Damona Hoffman who shares her insider tips and tricks for how to find the perfect match online. Plus we hear some hilarious online dating confessions that may make you count your lucky stars, regardless of your relationship status. Seriously, there are clown costumes involved. We can’t make this stuff up. So grab your phone and swipe right on this ep baby! Oh and make sure to invite us to the wedding when our tips help you meet your future love!

       

Listen to the full episode HERE!

Dear Damona: Rubbish Texter & Dating Racism

 

We have covered a LOT of topics over the last 5 months – from building your own relationship with columnist and author Dan Savage to the challenges faced in interracial dating with Rachel Lindsey of the Bachelorette.

At this point, we can confidently say that if there is one thing Damona has in common with you all, it’s a thirst for knowledge. And boy, does that manifest in the number of emails, DM’s and voice memos we get from all of you.

But hey, we are NOT complaining! While we love bringing you the most up to date and helpful information on all things dating, our favorite thing is still answering your questions directly. And that’s why we’ve decided to do an all Dear Damona episode today! 🎉

DEAR DAMONA (3:10)

 

(3:42) Voicemail from Alexis: Hi, Damona. My name is Alexis. So really, I have a big problem with moving past a scarcity mindset. So how do I remain positive that there are people out there, especially considering that I haven’t had much experience in dating? In addition to that, the past three years have been pretty rough with the pandemic. I’m also still figuring out my career. Really what it boils down to is I don’t feel successful enough really to be dating. I want to focus more on my career. But at the same time, I also want to make up for lost time that I spent not dating prior to the pandemic. How can I feel successful enough to feel comfortable dating?

 

If you want to dive a little deeper on building self-love and confidence, check out Damona’s episode with author and life coach Michelle Elman.

 

(10:35) Voice Memo from C: What do you do when you’re in the early stages of dating and he seems keen in every other way, except for the fact that he’s a rubbish texter? Now, he is a doctor who works shift work. So I’ve been inclined to give him a little bit of a pass. But we could be having a conversation, he’s texting back, and then all of a sudden it takes him like two or three days to reply, which seems a bit crappy. So what do you do there? Do you just kind of continue to go on the dates but just have lower expectations? Do you keep exploring other options, or do you playfully call him out on it?

 

This question is a doozy – but if you want more texting tips, Damona did a recent interview with fellow dating coach Blaine Anderson. Damona and Blaine also go into more detail about how to avoid the Texting Trap.

 

 

(17:10) Voicemail from B: Hey Damona! I just got back onto Tinder after a breakup a couple months ago, and it’s going pretty well. I had three solid first dates with three different guys this past weekend. And yet, I’m still curious about some of these other guys I’ve matched and had communication with on the app. I live in a huge city with tons of options, which can be obviously a blessing and a curse. So how do you know when to stop looking? And then beyond that, do you just go on second dates with all of these people, assuming that they’re actually into you? And then do you disclose this to them? Is that type of transparency respectful or is it unnecessary?

 

Getting back on the apps after a hiatus? Then you’ve GOT to download Damona’s Profile Starter Kit – only free for a few more months!!

 

(23:50) Voice Memo from B: Hi Damona, I have a question. So there’s this guy that I met through Facebook. We follow each other on a couple of different social media platforms. And we flirt and we text back and forth sometimes, but he’s never asked me on a date. So to me, I was kind of thinking I was friendzoned. Well, he just invited me to his 40th birthday party. And now I’m a little bit nervous about going because it would be our first time meeting each other with all of his family and friends there. Do you have any advice? Am I thinking too much into it? So anything you have to say would be helpful.

 

 

(28:45) Voicemail from Cautiously Open: Hi Damona! So as a black woman, I have always found beauty in all ethnicities, but have always felt more comfortable with black men. As of late, I’ve been really feeling like maybe I should expand my horizons and be open to dating outside of my race. But the one race that kind of scares me to be in a relationship with is white men. While I’ve met some really nice white men, with everything that has gone on in the political arena in Charlottesville, it has really scared me. To the point where I’m just like, well, what if he’s okay, but his friends or his family are racist? How do I fully open myself up to the idea of being in a relationship with a white man, knowing that there’s a possibility that I would be encountering racist people? I’m open to being with whomever or whatever ethnicity, but that’s the one thing that scares me. I also find that when I’m out, those are the men that look at me. So if white men are finding me attractive, I don’t want to reject them for fear of my assumption. How do you navigate that?

 

(37:35) Voicemail from Ms. M: Hi Damona, I’m a 43 year old pansexual cisgender female. I spent the last eight months not dating to become very clear about what I want going forward. I listen to Dates & Mates every week and read Myisha Battle’s This Is Supposed To Be Fun. Right now I’m looking for respectful and empathetic folks with aligned values that I can go on fun dates with as well as explore my sexuality with. Ultimately, I would love to find a Shibari partner. For me practicing Shibari means getting to know someone and establishing trust. This will not happen within the first few dates. I don’t want first date sex or hookups, however, I also don’t want a long term relationship. I want a lover I can continue to explore with. How do I convey this in my profile? I found that if I write I like Shibari, my matches tend to take the in-app convo to a very sexual place before meeting IRL. I’ve thanked and released a few of these matches already. Damona, I want to practice slow love and explore my kinks and sexuality. Is this possible? Also can you explain slow love some more? Is sex on date five within three weeks of meeting too fast? I know it’s different for everyone. Thank you so much!

Submit your questions on Instagram, Twitter, or Facebook and hear your answers live on a future all-Dear Damona, or another episode of Dates & Mates!

The Do’s and Don’ts of Singles Events

It’s no secret we’re a fan of dating apps here at Dates & Mates. But if you’re craving some solid tips on how to date IRL, there are a few do’s and don’ts that will help you make a match the next time you’re at a singles event. Damona was an integral part of launching the Match app’s Stir live singles event series. In the process, Damona did some field research – she observed trends and then asked daters what they were looking for, what their biggest turn-offs were, and what would particularly catch their attention at a mixer.

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THE DO’s

  1. Approach them — Most people will be impressed that you have the guts to talk to them first. And everyone is there to meet new people, so what’s the worst that could happen? You don’t need a bold opener at an event designed for singles to meet. A simple, “Hi, my name is ___, what’s yours?” will do.
  2. Give them the “signals” — If you like them, be sure to S.E.T. it up: smile, make eye contact and even use appropriate casual touch like a playful bat on the arm to indicate interest. . Kindness, compliments, and laughter will also take you much further at a singles event than sarcastic, self-deprecating remarks or negging (when pick-up artists put someone down to get their attention)
  3. Be accessible – Many times we feel the need to run for the tables and plant ourselves down so we don’t have to stand around feeling awkward. But if you take a lap every 20-30 minutes, you might catch someone’s eye who you didn’t initially notice.
  4. Clear follow-through— The norm has become, “We should hang out again,” or “I’ll message you” and never doing it. So even the slightest amount of clarity and follow-through will give you an edge on meeting new people. Make a specific plan to text, call, or go out and then make good on that promise.

 

THE DON’TS

  1. Crowding around “The Hot Girl/Guy” — By all means, try to get their attention; but that doesn’t mean ignoring all other potential matches in the meantime. Just because everyone is vying for their attention doesn’t mean they’re the best match for YOU.
  2. Getting lost in your group — It’s common for people to attend a singles mixer with friends, but remember you’re there to meet potential matches. If you aren’t ready to fly solo, that’s totally okay. Try to make an agreement with your friends to split up for a good chunk of the party and meet new people
  3. Dressing too casually — Most times, the folks who really “show up” in their appearance leave with the most interest. People at a mixer will take notice when you put even a little effort into how you look. A sexy pair of shoes, a shorter skirt, or a sharp jacket can make a difference in catching someone’s eye and showing that you’ve dressed to impress.
  4. Being rude or dismissive – If someone has worked up the courage to speak with you, don’t roll your eyes or immediately dismiss them. Not only is it bad dating karma but you also might unintentionally turn off someone else who was considering approaching you but doesn’t want to get shot down like the last person. 

 

Navigating the singles mixer is an art that you can hone with each event you attend. So just like going to the gym, when you stay motivated, consistent, and positive, you get the results you’re seeking and master how to date IRL in no time.

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Multiamory & Short King Spring

 

Look, relationships aren’t one size fits all. We each have unique needs and desires, origin stories and goals. And with so many people out in the world today, there seems to be a match (or two, or three) for everyone out there. That coupled with the fact that relationships are no longer solely a financial commitment means you really can build your own. That’s part of the beauty in dating today, we have choice.

We can choose to be in a monogamous relationship, to be multiamorous OR to be lifelong bachelors and bachelorettes. And of course, there are even lifestyles in between. We get to choose the relationship types that best suit our lifestyles and the futures we have in mind. 

Whatever YOU choose, it all comes down to communication. That is what will determine how well you and your partner, or partners, connect and build trust. And that is why we have Dedeker, Emily and Jase, the hosts of the Multiamory Podcast, joining us today to talk about how to identify what you need from a conversation, how to use microscripts to manage difficult topics, and how to make repairs after things get heated.

DATING DISH (2:25)

Why has height become such a significant factor in dating?:

If we’re being honest, height has ALWAYS been a significant factor for folks in dating. But this recent article from Glam Magazine helps break down the exact origins of our height biases, how our instinct for survival plays a factor, and how this all plays into our perception of gender roles. Damona further explains why what we’re attracted to doesn’t just “happen.”

MULTIAMORY (16:30)

Jase, Emily, and Dedeker created the Multiamory Podcast in 2014 to raise awareness, provide approachable resources, and combat the stigma faced by people in non-traditional relationships. 

Together they have been featured in numerous publications, including NPR, Vice, Huffington Post, Oprah Daily, Cosmopolitan, and Elle. In addition to their national tours, they have presented at the Google campus in Seattle and have been keynote speakers and presenters at numerous conferences.

Their new book “Multiamory: Essential Tools For Modern Relationships” is out now!

(17:55) Origins of the Multiamory Podcast…

Fun fact: before they launched their podcast exploring relationship archetypes and nonmonogamy, Jase, Emily, and Dedeker were in a relationship quad with another partner. 

Although the quad eventually broke up, Jase, Emily and Dedeker decided to launch the Multiamory Podcast. At that time (around 9 years ago), there wasn’t NEARLY as much research about non-monogamy or alternative relationship models out there as there is today. 

Dedeker continues that “over time, we started to find that a lot of this advice was about good relationships in general. Whether you’re monogamous, non-monogamous, sometimes even going beyond whether you’re in a romantic relationship or not.”

Jase also dives deeper into how the perception around non-monogamy has shifted over the years, and the biggest misconceptions about this relationship model.

(23:30) The Triforce of Communication

Having researched it so much, Jase, Emily, and Dedeker are ready to share their biggest insights on what makes great communication. Emily starts, “I think it’s really important to be able to look inward at your own history with how you communicate with others. And that’s from your childhood or the way that your parents may have communicated with you, and the ways that may translate to how you communicate with your partner.” 

Emily and the gang bring up a concept from their book called the Triforce of Communication and how to use it to gain clarity on what you need from your partner (or another person) in a conversation.

(32:05) Let’s talk about neurodivergence.

Dedeker mentions that when diving deeper into the non-monogamous community, you will find a lot of non-neurotypical people. “Often people who are different flavors of neurodivergent really appreciate clear structure, a clear sense of the rules of engagement for how we’re going to engage in this conversation, for people’s intentions to be very clearly laid out.” 

Dedeker then shares her experience with being on the neurodivergent spectrum, specifically dealing with some significant PTSD.

Jase and Dedeker also explain how they worked through their gaps in communication, using something they refer to as personalized “micro-scripts.”

(42:30) What should we keep in mind when establishing boundaries?

Many of us often conflate boundaries with rules or limitations on our partner, but Emily asserts that boundaries are necessary because they allow us to advocate for ourselves in a relationship – “it’s not something you’re doing to punish a partner, but rather something you’re doing to keep yourself safe.” Dedeker adds that the power of boundaries is all about what you can do to change your own behavior, because that’s the thing we have the most control over.

Jase then describes another concept for repairing conflict in their book called “SHOP” and how it works.

 

Be sure to follow them on Instagram @multiamory_podcast and grab a copy of their new book, Multiamory: Essential Tools For Modern Relationships, by visiting Multiamory.com/book.

DEAR DAMONA (51:50)

Submit your questions on Instagram, Twitter, or Facebook and hear our answers live on the show! Here’s what our listeners asked about this week:

IG Message from S – Hi Damona, I’m trying to get my brother back into the dating pool. After a failed marriage, and 3 kids later, he feels that he won’t ever find love or have a family again. He feels he’s not going to find someone who will want a man with 3 kids. He is also afraid to be used, and that people will only want him for his money. How do I approach this conversation to tell him that love is out there just waiting for him, when he is so down on himself and being negative?

RECAP: Outlier Podcast Festival 2023

Thanks for coming to my talk!

Click below to download a guide to the perfect pitch:

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To learn more about Help A Reporter Out!

Chaotic Singles Party & The Silent Treatment

 

Are you ready to party?! Okay, not really, but we are changing things UP today.

Y’all know that Damona talks A LOT about dating apps. It’s how she met her husband and how she has helped so many others to find love.

But even still, Damona will be the first to tell you that online dating is just one tool you can use in your search. It shouldn’t be your ONLY strategy.  You can also let your friends set you up on a date, try a matchmaker or pick up a new hobby to meet people. 

We all know that chatting with strangers can seem overwhelming but it is a great opportunity to find love and that’s why we have Cassidy Davis, the founder of Chaotic Singles Party, joining us to talk about how to meet your match IRL.

DATING DISH (2:15)

It’s time to embrace the awkward silence:

As this recent article in The Atlantic says, uncomfortable silences have always existed. But they’re harder to avoid today than ever before. Our newfound reliance on Zoom also highlights the way awkward silences can permeate conversations through lag time, glitches, and not knowing who should speak first in a Zoom room full of people. Not to mention, coming out of the pandemic hasn’t helped with practicing social skills. 

Damona dives into what makes silence feel awkward, shares her perspective on why we can all benefit from reframing the awkward pause to just be a “natural pause.”

CASSIDY DAVIS (9:55)

Cassidy Davis is an actor, producer and the creator/host of the Chaotic Singles Party. Cassidy hosts parties monthly in LA and NYC.

She has been featured on Good Morning America, Insider, and the Wall Street Journal and on a little program that is near and dear to our hearts, The Drew Barrymore Show.


(10:30) What is a Chaotic Singles Party?

It all started when Cassidy was feeling “really sadly single for five years” and she had the idea for her and her friends to each invite someone single to a house party. But in a last minute panic, Cassidy invited 65 additional strangers off of Tinder to come to this party too! 

It was such a success (AKA no creeps, no robberies) that Cassidy began hosting these parties monthly. One year later, business is still booming. As Cassidy mentions, “it’s better than going on dates alone, let’s date together as a unit.” 

Cassidy also shares some of her favorite CSP success stories.

(14:15) Making the “meeting IRL” fantasy a reality.

Cassidy says, “My best tip to find success is to really lean into it. It might be way out of your comfort zone to go to a singles event, it might be way out of your comfort zone to start approaching people at the singles event. But the most successful people really just embrace the chaos.”

Cassidy also details why your hobbies (or finding new hobbies) are the key to meeting someone IRL.

(24:10) The ultimate opener…

So you get to the singles event, you’ve got your drink… now what? 

Damona asks for Cassidy’s ideas on good openers for starting a conversation. She states that a compliment can always go a long way. Or if someone is wearing a unique piece of jewelry or a graphic tee (what Damona would call “conversation piece clothing”), point it out!

Damona continues that we can get too caught up in saying the perfect thing to make a lasting impression, and sometimes the simplest move can lead to the biggest payoff. That being said – Damona and Cassidy share the topics you should avoid talking about too much at a singles ever or on a first date.

 

Be sure to follow Cassidy on Instagram @cassidynashdavis and learn more about her events at chaoticsinglesparty.com.

DEAR DAMONA (34:45)

Submit your questions on Instagram, Twitter, or Facebook and hear our answers live on the show! Here’s what our listeners asked about this week:

Text from Anya – Hi Damona! You totally changed the way I date and so far, so good, except – I met this guy on a matching app, and we get along SO WELL. We are both creative and have tried to live off our creativity so we both know the struggle. Even on other topics we agree on almost everything. On paper this guy is like, perfect. However, I’m not physically attracted to him! At all!! I’m a pretty sexual being but I don’t feel like touching him in any way, let alone having sex…? Nope. He just feels like my brother or best friend and that’s it. Should I trust my gut and tell him that? Or keep on dating him and see physical attraction grow out of… nothing? He is really a nice guy and I don’t want to lead him on if someone he is meant to be with is out there, waiting for him. I also know myself to be hopelessly romantic and because of that, I wonder if I’m waiting for that butterfly to happen if I meet the “right” person. We just had 2 dates and he hasn’t suggested anything intimate. So part of me hoped for him to say, he also doesn’t feel the chemistry… ugh I. Don’t. Know!! Help!!

Jewish Matchmaking & 5 Date Challenge

Are you dating in reverse?! It’s easy to get caught up in appearances while you’re doing your swiping but in the end does focusing on looks get you your dream partnership?

Probably not. You may have heard Damona mention her four pillars of long-term compatibility in previous episodes – common values, shared goals, trust and healthy communication. These are the things you SHOULD be basing your partner search on.

But shifting your focus is easier said than done, especially in a world that centers on appearances so much (hello Instagram). Luckily, there is plenty of inspo out there for how to date against the grain. We see it reflected in tv shows like Love Is Blind and Married At First Sight.

And, it’s happening again in the newest series to tackle the quest for true love, Netflix’s Jewish Matchmaking. The show stars matchmaker Aleeza Ben Shalom, as she helps Jewish singles find love across the US and Israel.

We’re excited to share that Aleeza will give us her matchmaking tips, some secrets from the show, and a 5-Date Challenge that’s going to blow your mind. 🤯

DATING DISH (2:20)

Modern dating only feels worse because we keep saying it is:

According to online publication The Face, four out of five US adults have emotional fatigue from online dating and three quarters of UK singles are burnt out from unrewarding interactions. Now, this isn’t necessarily a new stat. But the article makes a crucial point – what we consume becomes our reality. So could it be that going on about how romance is rare, only makes it rarer? 

Damona goes over how to rewrite your “dating samskaras” (AKA our belief patterns about dating) and why we need to stop screenshotting our dating app conversations.

ALEEZA BEN SHALOM (14:05)

Aleeza Ben Shalom is a soulmate clarity coach, speaker, and author of two books, Get Real, Get Married, and Virtual Dating. She has appeared everywhere from BBC World News to NPR to HuffPost. 

Aleeza also trains dating coaches and matchmakers through her company Marriage Minded Mentor, and has helped over 200 singles manifest their soulmate. 

 

(14:40) Not all Jewsish matchmaking is the same…

Aleeza breaks down how matchmaking for Jewish families plays out with different communities. “Jewish matchmaking as a concept is the foundation, but the people that we work with are from all different backgrounds. So we do have a couple that’s Orthodox, we have somebody who’s traditional, somebody who’s kind of middle of the road, we have people that are secular… we’re taking the traditional Jewish wisdom of matchmaking, and we’re bringing it to whatever dating world our people are in.” 

Aleeza also divulges her biggest challenges with her clients on Jewish Matchmaking.

(19:30) Aleeza’s 70/30 rule.

Relationships are built between two individuals, so there is always bound to be compromise. But Aleeza believes 70% of a relationship between these individuals needs to be aligned and balanced on its own. As for the other 30%, this can be where the work and communication comes into play. But all in all, Aleeza states that ZERO percent needs to be a potential dealbreaker, “because one deal breaker breaks the entire deal.”

(23:50) The infamous 5-Date Challenge!

Aleeza compares her experience matchmaking with clients as playing on a playground, giving them challenges here and there. And thus the 5-Date Challenge was born (which you can download here)! 

“First of all, if you’re gonna go out on one date, I want you mentally committing to 5 dates. You bothered to pick the person, you bothered to say yes. Get to know them! Can you break it off before five dates? If it’s an absolute deal breaker.” 

The most controversial thing about the challenge? No touching for those 5 dates.

(32:35) Recommendations on how to incorporate families into the matchmaking process?

We’ve all gotten ourselves on a dating app at some point. But when it comes to matchmaking, many of us don’t even consider incorporating our families into the process. This is a huge aspect of how Aleeza collects her clients’ options, as the wants and needs of the family are often weighed just as heavily as the client. 

With all her experience, Damona asks Aleeza how she navigates this dynamic and how others can begin including their family in the process if they so choose.

 

Be sure to follow Aleeza on Instagram @AleezaBenShalom and check out Jewish Matchmaking on Netflix! And if you want to take on Aleeza’s 5-Date Challenge, you can find it on her website MarriageMindedMentor.com.

DEAR DAMONA (39:17)

Submit your questions on Instagram, Twitter, or Facebook and hear our answers live on the show! Here’s what our listeners asked about this week:

Email from T – Dear Damona, love your podcast! Can people be single for too long? Are there people who just are too set in their ways to meet and keep a significant other?

Drew Love: Damona takes us to Flirt School!

If you’ve listened to the Dates & Mates Podcast, you may have heard Damona say that dating is a learned skill. And luckily, so is flirting! That’s why on this segment of The Drew Barrymore Show, Damona and Drew take audience member Bernice Flirt School and break down her first date anxieties. Plus, they set her up on a blind date ON THE SPOT!

See how Bernice’s date goes HERE!

USA Today: When should you unfollow your exes?

“There’s certainly a case to be made for unfollowing an ex,” says Damona Hoffman, a dating coach and Host of The Dates & Mates Podcast. “When a relationship ends, we usually need time and space to heal and process what happened, and social media makes it difficult to maintain distance.”

Keeping a person who isn’t in your life on your feed can keep you “emotionally tethered to them,” and watching them move on – however curated it may be – can be painful, Hoffman adds. But there are times when moving on from a relationship isn’t as simple as hitting “unfollow,” particularly if one shares children, work or finances with an ex.

“Publicly unfollowing an ex might create more discomfort than following them,” she adds. “A good option is to snooze their posts until you have an opportunity to get some distance and closure. That way they don’t know that you are blocking them but you are protecting yourself from seeing hurtful posts.”

Want to know Damona’s full take? Check out the article here…