Flirtations! with Benjamin, the Flirt Coach

Coming up on this episode of Flirtations, we welcome Connell Barrett, a men’s dating coach, author, speaker, and host of the How to Get a Girlfriend Podcast, to have a conversation with us about dating as a straight guy, masculinity, and what women are looking for, but not in a mansplainy way, absolutely not!

Basically if you’re straight, stick around as we break down the challenges, myths, and expectations that seem to define the dating game.

Up for discussion is masculinity and is it being redefined? What does masculinity mean and what does that look like in 2025? Why do so many guys seems to aspire to be the alpha male and is that something women want? Will you stand out as the alpha male or do women want something more authentic?

We’re also covering practical flirting tips and strategies to overcome rejection, we’ll debunk viral dating advice such as he needs to like you more than you like him or that a little stress is the secret to a chase - just be unavailable, right?.

We’ll even get into whether looks and money really matter, how to bring genuine vulnerability into your interactions without coming off too mushy, and how emotionally available men and women can meet in each other.

So, if you’re ready to hear a conversation about flirting, dating, and masculinity between a straight man and a flirt coach, this episode is for you!

Let’s do this flirties, time to meet Connell!

Don't forget to subscribe, rate, and review Flirtations on your favorite podcast platform, and share this episode to spread BFE - big flirt energy, all over the world!

Enjoying the show and want to support my work? Buy the Flirt Coach a coffee!

About our guest: A seasoned interviewer dating to his journalism days (he has done Q&As with Jimmy Fallon, Larry David, and Bill Murray, among others), Connell is a dating coach, author and host of the "How to Get a Girlfriend Podcast". His bestselling book, “Dating Suck but You Don’t,” was called “witty and timely” by Vanity Fair. He’s been dubbed “the real-life Hitch” (N.Y. Post) and “the most innovative dating coach in America” (Psychology Today.) And he has appeared on GMA and the “Today” Show.

Learn more about him at DatingTransformation.com.

Questions? Don’t hesitate to ask!

For more information, find Connell on Instagram, Youtube, and his website!

About your host: Benjamin is a flirt and dating coach sharing his love of flirting and BFE - big flirt energy - with the world! A lifelong introvert and socially anxious member of society, Benjamin now helps singles and daters alike flirt with more confidence, clarity, and fun!

As the flirt is all about connection, Benjamin helps the flirt community (the Flirties!) date from a place that allows the value of connection in all forms - platonic, romantic, and with the self - to take center stage.

Ultimately, this practice of connection helps flirters and daters alike create stronger relationships, transcend limiting beliefs, and develop an unwavering love for the self.

His work has been featured in Fortune, NBC News, The Huffington Post, and Yoga Journal.

You can connect with Benjamin on Instagram, TikTok, stream the Flirtations Flirtcast everywhere you listen to podcasts (like right here!), and find out more about working together 1:1 here.

Coming up on this episode of Flirtations, we’re diving deep into the Enneagram with our special guest, retired psychotherapist and Enneagram expert Marilyn Wolf! Together, we'll discover how and why the Enneagram is a powerful tool for self-awareness, ultimately helping you develop deeper connections and more fulfilling relationships!

We’ll start by exploring what the Enneagram is and why it stands out from other frameworks and systems like astrology or the Myers-Briggs. Marilyn will then walk us through the nine distinct Enneagram types, highlighting the unique characteristics, motivations, and frustrations of each one, sharing why it's our difference that present opportunities for growth and connection.

We’ll also touch on the concept of wings in the Enneagram, providing insight into how these adjacent types influence our core personality.

Whether you're new to the Enneagram or looking to deepen your understanding, this episode will equip you with the knowledge to navigate your relationships with greater awareness and intention.

I hope you'll join us for an engaging discussion that promises to enhance your self-discovery journey and interpersonal dynamics. Let's do this, flirties!

Then, don't forget to subscribe, rate, and review Flirtations on your favorite podcast platform, and share this episode to spread BFE - big flirt energy, all over the world!

Enjoying the show and want to support my work? Buy the Flirt Coach a coffee!

To learn more about the book "The Essential Enneagram," click here!

For a free Enneagram assessment, click here!

Go deeper and explore the Enneagram more on the Enneagram Institute website.

Bio: In 2020, Marilyn had a dream in which a man on the beach told her it was time to turn to the Enneagram to learn about herself. She dove in and has been involved ever since. Even though she has been teaching for many years, she still considers herself a student because, as she says, "The Enneagram is a bottomless well."

Over the years, Marilyn has facilitated introductory and advanced workshops, weekend retreats, staff development programs, and has led many small group studies including one that has been meeting continuously since 2016. Her emphasis is always on using the Enneagram as a map for deeper self-awareness and more awakened living including greater compassion for self and others.

About your host: Benjamin is a flirt and dating coach sharing his love of flirting and BFE - big flirt energy, with the world! A lifelong introvert and socially anxious member of society, Benjamin now helps singles and daters alike flirt with more confidence, clarity, and fun!

As the flirt is all about connection, Benjamin helps the flirt community (the flirties!) date from a place that allows the value of connection in all forms - platonic, romantic, and with the self - to take center stage and transform lives for greater healing and deeper connections.

You can connect with Benjamin on Instagram, TikTok, stream the Flirtations Flirtcast everywhere you listen to podcasts (like right here!), and find out more about working together 1:1 here.

💗 Happy flirting!

In this powerful episode of Flirtations, we welcome two Flirties to the show to share with us their stories of surviving and thriving after a narcissistic relationship.

Our guests, Madeline Beeler and Randi Markowitz, share their personal experiences of being in relationships with narcissistic partners and, through their stories, we explore the signs of narcissistic behavior, the emotional toll it takes, and the journey towards healing, self-discovery, and what comes next.

What you'll hear inside:

• Understanding Narcissism: What it is and how to recognize it in a partner
• Red Flags: Identifying the early signs of narcissistic behavior
• The Emotional Impact: How being in a relationship with a narcissist affects your mental and emotional health
• Breaking Free: The turning points that led our guests to leave their relationships
• Healing and Recovery: Practical advice on rebuilding self-esteem and finding hope after leaving a narcissistic relationship
• Moving Forward: How to avoid falling into similar patterns in future relationships and cultivate healthy connections

Please join us for an insightful and heartfelt conversation that sheds light on the challenges of dealing with narcissism in relationships and offers hope and strategies for anyone looking to reclaim their lives - and thrive!

Then don't forget to subscribe, rate, and review Flirtations on your favorite podcast platform, and share this episode to spread BFE - big flirt energy, all over the world!

Enjoying the show and want to support my work? Buy the Flirt Coach a coffee!

About our guests!

Madeline Beeler is a business coach, mindset expert, and advocate for women navigating major life transitions. With a focus on empowering women to build thriving businesses and create meaningful lives, she helps them break free from limiting beliefs and step into their full potential. As a single mom, she understands the challenges of balancing family, business, and self-care, and she’s passionate about guiding women through the process of creating aligned, successful businesses. When she's not coaching, you can find her living life fully with her daughter and partner, and dreaming big for the future.

You connect with Madeline on Instagram. If you know its time to leave your relationship or marriage and looking for support, check out Madeline's upcoming course, Empowered Exit! You can learn more and join the waitlist here: https://madelinebeelerco.podia.com/empowered-exit

Randi Markowitz is a mixed-media artist who works as a painter, photographer, and graphic designer. Her paintings often feature inspirational messages, as she strongly believes in the power of words. Each piece includes an uplifting quote or saying—sometimes visible and other times hidden—intended to inspire feelings of love and hope.

In 2023, she received the Best of Chatham award for her design business, Belle Fleur Design. In 2024, she will participate in the Chatham Artists Guild Studio Tour to showcase her artwork under Randi Markowitz Art.

As a single mother, she has overcome the challenges of narcissistic abuse and now helps others understand narcissism.

You can find Randi’s art on Instagram @randimarkowitzart and Facebook @randi.markowitz.art and her website www.randimarkowitz.com. Her graphic design work can be found on Instagram @bellefleurgraphicdesign and Facebook @bellefleurgraphicdesign and www.bellefleurdesign.com

About your host: Benjamin is a flirt and dating coach sharing his love of flirting and BFE - big flirt energy, with the world! A lifelong introvert and socially anxious member of society, Benjamin now helps singles and daters alike flirt with more confidence, clarity, and fun!

As the flirt is all about connection, Benjamin helps the flirt community (the flirties!) date from a place that allows the value of connection in all forms - platonic, romantic, and with the self - to take center stage and transform lives for greater healing and deeper connections.

You can connect with Benjamin on Instagram, TikTok, stream the Flirtations Flirtcast everywhere you listen to podcasts (like right here!), and find out more about working together <...

Today we're asking the question "what the heck is happening out there dating?!" with Ryan Sheldon, author of the new book, "F*ckboys are Boring: A Gay Man's Guide to Dating (for everyone)."

We'll take on the topic of the f*ckboy, how he dates, how you can spot him, and what you can do with your boundaries so you don't get emotionally caught up in their web! Unless you want to date the f*ckboy for some fun, in which case we have some tips for you, too!

Ryan also shares about his experiences dating both sexes, and what it was like coming out after dating women and making the transition to dating men, oye! We'll also talk about dating psychology here, getting into the mind of men and why they do what they do.

Intertwined in this conversation are tips and strategies for not chasing and allowing yourself to be calm, cool, and collected in the dating process - which worked for Ryan who is now dating someone that involves a meet cute moment in an Uber!

Finally, we conclude with Ryan's journey of body acceptance and how becoming comfortable in his own skin changed everything and lead to more fulfilling experiences and connections.

Don't forget to subscribe, rate, and review Flirtations on your favorite podcast platform, and share this episode to spread BFE - big flirt energy, all over the world!

About our guest: Ryan Sheldon is a nationally recognized influencer, brawn model, and advocate for the LGBTQIA+ community. He has been featured on the TODAY Show and in publications like Psychology Today, Seventeen, and Teen Vogue, among others. In his latest book, FUCKBOYS ARE BORING: A Gay Man's Guide to Dating (for everyone), Ryan shares hilarious, heartbreaking, and candid stories from his personal journey through modern dating. Drawing from his own experiences, he offers a refreshingly honest and supportive guide for those seeking real connections in an era dominated by swipe culture. You can follow Ryan on Instagram @RealRyanSheldon and TikTok @RealRyanSheldon. To get a copy of "Fuckboys are Boring," check out Amazon, Barnes & Nobles, or anywhere books are found!

About your host: Benjamin is a flirt and dating coach sharing his love of flirting and BFE - big flirt energy, with the world! A lifelong introvert and socially anxious member of society, Benjamin now helps singles and daters alike flirt with more confidence, clarity, and fun!

As the flirt is all about connection, Benjamin helps the flirt community (the flirties!) date from a place that allows the value of connection in all forms - platonic, romantic, and with the self - to take center stage and transform lives for greater healing and deeper connections.

You can connect with Benjamin on Instagram, TikTok, stream the Flirtations Flirtcast everywhere you listen to podcasts (like right here!), and find out more about working together 1:1 here.

💗 Happy flirting!

Coming up on this episode of Flirtations, we’ve got authenticity and personal branding expert Justin Schuman on the show to have an unbelievable conversation with us about the art of being you.

From the fear of being 'too much' to the sometimes complex practice of being authentic, we’ll explore what it means to be you and how owning who you are can transform your confidence and your dating life.

We’ll also talk about how to let yourself be seen, because that’s what flirting and dating is kinda all about, isn’t it? Allowing someone to witness your humanness, your quirks, your beautiful imperfections?

Justin also has a grocery store flirting story for you and we’ll chat about our coaching journeys, which I think you’ll find interesting!

Finally, we’ll touch on rejection and conclude with Justin’s take on what it means to human.

It’s time to own your story, tell it, feel your energy, and elevate your connections.

Let’s go, Flirties, and meet Justin!

Don't forget to subscribe, rate, and review Flirtations on your favorite podcast platform, and share this episode to spread BFE - big flirt energy, all over the world!

Enjoying the show and want to support my work? Buy the Flirt Coach a coffee!

About our guest: Justin Schuman is a Human Creative Director, content creator, and coach who helps people build magnetic, authentic brands without sacrificing their creativity or personality - and instead putting it on full display. As a Broadway performer turned entrepreneur, Justin understands the power of storytelling - and now, he teaches creators and business owners how to show up online in a way that feels authentic, effortless, sustainable, and real.

Through The Human Approach, his signature framework, Justin has helped thousands of overthinkers, perfectionists, and multi-passionate creators find their voice, grow engaged followings and monetize their unique perspectives - without following cookie-cutter, one-size-fits-all strategies.

With over 790K+ followers and millions of views across Instagram and TikTok, Justin’s content challenges conventional social media advice and proves that being fully yourself is the ultimate strategy.

Expect today’s conversation to be bold, brutally honest, and packed with actionable takeaways - because if there’s one thing Justin does best, it’s cutting through the noise and helping people finally own their magic.

Connect with Justin on Instagram & TikTok: @justinschumanofficial

About your host: Benjamin is a flirt and dating coach sharing his love of flirting and BFE - big flirt energy, with the world! A lifelong introvert and socially anxious member of society, Benjamin now helps singles and daters alike flirt with more confidence, clarity, and fun!

As the flirt is all about connection, Benjamin helps the flirt community (the flirties!) date from a place that allows the value of connection in all forms - platonic and romantic connection - to take center stage and transform lives for greater healing and ultimately, a deeper connection with the self.

You can connect with Benjamin on Instagram, TikTok, stream the Flirtations Flirtcast everywhere you listen to podcasts (like right here!), and find out more about working together 1:1 here.

💗 Happy flirting!