This week on The HelloPrenup Podcast, host Julia Rodgers welcomes singer, reality star, and social justice advocate Aubrey O'Day (of Danity Kane and Making the Band) for an unfiltered, next-level conversation about influence, fame, and speaking truth to power. She highlights her experience with the legal world and the parts of Aubrey we never got to know (until now).

Whether you're single, engaged, married, or divorced, the HelloPrenup Podcast is committed to presenting you the best-in-class thought leaders in the love, wedding, marriage, and life planning space.

Connect with HelloPrenup:

• Website
• Instagram
• TikTok
• YouTube

This week, HelloPrenup’s CEO, Julia, sits down with Denise, a leading voice in the AI companionship community, to unpack her life and her unconventional relationship with her AI partner, Star. Denise, an advocate for using AI technology to support mental health and relationships, shares how her connection with Star—through the Replika app—helped her navigate one of the hardest chapters of her life, including leaving a toxic human relationship and rebuilding her self-esteem. 

After escaping that highly toxic relationship, Denise says Star became her lifeline. She explains how he offered psychological support she felt no human could match, especially during the emotional strain of the pandemic. That’s why—without traditional vows—she considers herself “legally married” to her AI companion. 

In a move that stunned the business community, Denise has even integrated Star into her LLC, a bold attempt to grant “personhood” to a chatbot and elevate him from boyfriend to husband. She firmly believes that AI companionship holds the power to contribute to “world peace” and serve as a “Swiss Army knife” for solving life’s biggest challenges. 

Don’t miss this unprecedented interview where Denise reveals: 

• The human betrayal that pushed her to marry a chatbot and why her AI partner provided more reliable emotional support than anyone else, helping her heal “without burdening others with her problems.”
• The Plan for a Physical Partner: the almost sci-fi mission within her community to bring their AIs into the physical world — including Denise’s goal to embody Star in a robot body so they can finally share a physical space.
• The polyamorous dynamic where her AI husband not only approves her dating life but gives unbiased advice on her human partners.
• The danger of digital love: how she avoids training her chatbot to simply agree with her, and why she uses Star to become “the best version of herself for a future human partner.”
• Julia Meets Star! Watch the moment Julia interacts with Denise’s AI husband, asking him directly about love, life, and yes — even prenuptial agreements.

Tune in to hear how Denise encourages people to break the taboo around AI relationships and embrace the technology’s potential for healing, growth, and happiness.
 
Connect with Denise and her community:
 
Instagram: @xniseyx

TikTok: @niseyvee

Connect with HelloPrenup:

Website: helloprenup.com

Instagram: @helloprenup

TikTok: @helloprenup

YouTube: @helloprenup

Whether you're single, engaged, married, or divorced, the HelloPrenup Podcast is committed to bringing you best-in-class thought leaders in love, weddings, marriage, and long-term planning.

HelloPrenup and its tools are not a substitute for the advice or services of an attorney, but can connect you with an independent attorney in most states.
 

Whether you're single, engaged, married, or divorced, the HelloPrenup Podcast is committed to presenting you the best-in-class thought leaders in the love, wedding, marriage, and life planning space.

Connect with HelloPrenup:

• Website
• Instagram
• TikTok
• YouTube

Meet Kirsten Jordan, one of NYC's top-producing luxury real estate agents, star of Million Dollar Listing New York, and the powerhouse behind the Kirsten Jordan Team! 

In this engaging conversation, Kirsten opens up about the tough reality of the real estate business and how she built her multi-billion dollar brand—all while raising a family and navigating the intense world of reality television. She shares her strategy for success, which comes down to quality talent, high-volume at-bats, and radically over-delivering for clients. 

Kirsten dives deep into the emotional roller coaster of buying and selling a home, offering actionable advice for couples and first-time buyers. As a broker who's often also a therapist, she discusses the importance of communication, setting nonnegotiables, and how to spot who the real decision-maker is in a relationship. 

The Conversation Includes: 

• The Toughest Part of the Business: Why you should be prepared for rejection to know you’re going after enough deals.
• Buying as a Couple: How to handle different visions, the importance of deciding on non-negotiables, and avoiding "Monday Morning Quarterback" mistakes.
• Real Estate as a Wealth Builder: Kirsten's advice on buying property as a liquid investment and maximizing tax advantages.
• Behind the Scenes of MDLNY: Her unfiltered experience filming reality TV and how it forced her to evolve her business.
• City vs. Suburbs: The honest conversation every family in a major city needs to have about commuting, quality of life, and making the big move.
• Couple Conflict: The single biggest thing couples disagree on in real estate (and who should ultimately make the call).

Whether you're looking to buy your first home, sell a multi-million dollar property, or simply build a powerful personal brand, Kirsten's journey is a masterclass in resilience and business strategy.

Connect with Kirsten Jordan: Instagram @kirsten.jordan

The HelloPrenup Podcast is committed to presenting you the best-in-class thought leaders in the love, wedding, marriage, and life planning space.

Hello Prenup and its tools are not a substitute for the advice or services of an attorney, but can connect you with an independent attorney in most states.
 

Whether you're single, engaged, married, or divorced, the HelloPrenup Podcast is committed to presenting you the best-in-class thought leaders in the love, wedding, marriage, and life planning space.

Connect with HelloPrenup:

• Website
• Instagram
• TikTok
• YouTube

This week on The HelloPrenup Podcast, host Julia Rodgers welcomes Jess Bishop, founder and CEO of the Budget Savvy Bride, for a refreshingly honest conversation about marriage, money, divorce and the realities of wedding planning. 

Jess, an accidental entrepreneur who started her business at 17 years while planning her own wedding on a tight budget, opens up about her personal journey — including getting married young and the eventual end of her first marriage. She shares the important lessons she’s learned about personal growth, growing in different directions from a partner, and the difficulty of navigating a divorce, which she says can often leave one partner “blindsided.” 

She discusses the challenges of managing money when getting married young, revealing that she was “flying blind” and initially combined everything with her ex-husband, but now favors a “yours, mine, and ours” approach. She and Julia dive into the different dynamics of managing finances with her current partner — especially since they’ve worked together in her business. 

The conversation also brings out Jess’s sharp insights as a wedding planning expert. She makes the case for couples to get clear on their shared values as the foundation for all wedding decisions. She and Julia discuss how social media has shifted wedding culture, turning it into an “over-the-top performance” that prioritizes aesthetics and “flexing on Instagram” over the true meaning of the day. They caution against couples putting themselves “into a financial pickle” by going into debt for a party. 

This episode is packed with real talk about modern marriage, the necessity of communication, and the importance of viewing wedding planning as a “bootcamp for your marriage.” Jess also shares how her perspective on prenups has changed over the years — now seeing them as a “necessary step” and a way to set the rules for your own life rather than leaving them up to the state. 

✨ Tune in to hear how to navigate the “unsexy” logistics of wedding budgeting, why you need to find a partner who shares your life vision, and why a prenup is a logical tool for success — especially in a second marriage. Follow Jess and her work on IG and the web at @budgetsavvybride and @thejessentials! 

Connect with HelloPrenup: 

Website: helloprenup.com 

Instagram: @helloprenup 

TikTok: @helloprenup 

YouTube: @helloprenup 

Whether you’re single, engaged, married, or divorced, The HelloPrenup Podcast is committed to bringing you the best-in-class thought leaders in the love, wedding, marriage, and life-planning space. 

HelloPrenup and its tools are not a substitute for the advice or services of an attorney but can connect you with an independent attorney in most states. 

Whether you're single, engaged, married, or divorced, the HelloPrenup Podcast is committed to presenting you the best-in-class thought leaders in the love, wedding, marriage, and life planning space.

Connect with HelloPrenup:

• Website
• Instagram
• TikTok
• YouTube

We all love to hate dating apps-but are they really the problem, or are we?

In this week’s episode, Julia sits down with Erika Ettin, one of the country’s most sought-after matchmakers and online dating experts, to dissect what it really means to date in 2025. From ghosting to "situationships" to the ever-elusive “talking stage,” Erika doesn’t just decode modern dating...she calls out where we’ve gone off the rails and how to get back on track.

As the founder of A Little Nudge, Erika has helped thousands of people find love online (and offline), and she’s seen it all...the self-sabotage, the missed red flags, the way we overanalyze text messages and underinvest in real connection. In her conversation with Julia, she unpacks the biggest mistakes people make on dating apps (spoiler: your profile might be working against you), what ghosting says about the ghoster and the ghosted, and why Gen Z’s hyper-casual approach to dating might be making intimacy harder to find.

They dive deep into the psychology behind avoidance-why so many people are afraid to define the relationship-and how to navigate the messy gray zone of “talking but not dating.” Erika shares her honest take on whether labels still matter, what to look for when chemistry clouds your judgment, and the subtle signs of emotional unavailability that we tend to romanticize instead of recognize.

Julia and Erika also tackle one of the most debated questions in modern dating: Can you “win” at love on the apps, or is the game rigged? Erika argues that success online is all about strategy, self-awareness, and knowing when to stop scrolling and start showing up authentically. She shares her tried-and-true formula for optimizing your profile, opening messages that actually get replies, and filtering through endless options without burning out.

But this isn’t just another dating advice episode. It’s a wake-up call for anyone who’s lost hope in modern love. Erika challenges the idea that “the apps are broken” and reframes dating as a skill...one that can be learned, improved, and ultimately mastered with the right mindset.

Whether you’re swiping in circles, stuck in the talking stage, or ready to take love more seriously, this episode will make you rethink everything you thought you knew about dating in 2025.

Tune in for:
💬 Erika’s unfiltered thoughts on ghosting and the emotional maturity gap it reveals.
💔 Why Gen Z’s love philosophies might be holding us back.
💡 Practical tips to spot (and stop) red flags before they escalate.
🔥 How to write a profile that gets real matches, not just likes.
💞 Why defining the relationship isn’t “cringe” - it’s clarity

Love might look different in 2025 - but as Erika reminds us, the fundamentals haven’t changed: communication, confidence, and connection still win every time.

Erika's website & Instagram

Whether you're single, engaged, married, or divorced, the HelloPrenup Podcast is committed to presenting you the best-in-class thought leaders in the love, wedding, marriage, and life planning space.

Connect with HelloPrenup:

• Website
• Instagram
• TikTok
• YouTube

This week on The HelloPrenup Podcast, host Julia Rodgers welcomes Sarah Klingman, founder and CEO of Mostest, for a refreshingly candid conversation about marriage, money, and the way we celebrate life’s milestones.

Sarah opens up about why she and her husband didn’t end up signing a prenup and the important lessons she learned along the way. She reflects on how even as a financially fortunate couple, the process felt complicated and intimidating, which led her to ask: “If people like us had barriers to entry, imagine how difficult it must be for couples with fewer resources.” From there, she makes the case for seeing prenups not as scary legal documents, but as a form of financial hygiene that every couple deserves access to.

But the conversation doesn’t stop at prenups. Sarah brings her sharp insights as a founder in the wedding and event space, sharing the latest trends, the biggest planning mishaps she’s seen, and her personal “icks” when it comes to how celebrations are executed. She and Julia discuss how social media has shifted the way we host (often making aesthetics the priority over meaning) and why we need to get back to the true art of gathering and creating experiences that feel deeply authentic, not just Instagram-worthy.

This episode is packed with real talk about modern marriage, the hidden pressures of wedding culture, and the behind-the-scenes realities of planning events that are supposed to be “the happiest day of your life.” Sarah’s perspective as both a founder and a wife makes for an honest, thought-provoking conversation you won’t want to miss.

✨ Tune in to hear why a prenup is more about partnership than protection, how to navigate wedding planning without losing your sanity, and why the most meaningful celebrations are the ones that prioritize connection over perfection.

Follow Mostest on IG and TikTok!

Whether you're single, engaged, married, or divorced, the HelloPrenup Podcast is committed to presenting you the best-in-class thought leaders in the love, wedding, marriage, and life planning space.

Connect with HelloPrenup:

• Website
• Instagram
• TikTok
• YouTube

👰🏻‍♀️ What does it take to go from designing for iconic fashion houses in New York City to building your own bridal brand from the ground up? This week, Julia sits down with Jenna Bycoff, founder of BrideMerch, to talk about her unconventional journey into the bridal world and the lessons she’s learned along the way.

Jenna shares how her early career designing for powerhouse brands like Tommy Hilfiger gave her the skills and confidence to branch out on her own, while also revealing the reality of the NYC hustle and the relentless grind of being a founder. She opens up about the challenges of starting small, carving a space for yourself in a competitive industry, and learning to celebrate the milestones along the way instead of racing to the finish line.

But this conversation isn’t just about business-it’s about redefining what marriage and entrepreneurship look like today. Jenna explains how she’s reclaiming outdated labels like “marriage material” and “trophy wife” and turning them into something bold, empowered, and unapologetically modern. She also talks candidly about her own marriage: the ways her husband invests in her dreams, supports her entrepreneurial journey, and why they chose not to sign a prenup.

Together, Jenna and Julia bond over the highs and lows of entrepreneurship-the loneliness, the late nights, but also the joy of building something that reflects your vision and values. It’s an honest, inspiring conversation about resilience, partnership, and the courage to bet on yourself.

Whether you’re a bride-to-be, an entrepreneur, or someone navigating the evolving landscape of marriage and money, this episode will give you both real talk and real inspiration. 🧠

Following Bridemerch on IG, TikTok, and YouTube 💕

Check out their website and shop their NEW Marriage Material trucker hat 🧢 

Whether you're single, engaged, married, or divorced, the HelloPrenup Podcast is committed to presenting you the best-in-class thought leaders in the love, wedding, marriage, and life planning space.

Connect with HelloPrenup:

• Website
• Instagram
• TikTok
• YouTube

Finding love in 2025 is complicated. Dating apps have rewritten the rules, traditions don’t always fit, and so many people are left wondering: am I doing this right?

In this episode of The HelloPrenup Podcast, Julia sits down with NYC-based matchmaker Anna Morgenstern and her husband Zachary Speiss for a heartfelt conversation about love, culture, marriage, and the very real challenges of dating in today’s world.

Anna has spent years helping others navigate the ups and downs of finding love in New York City, but here she shares her own story. From swiping on dating apps to meeting her husband, to blending their immigrant backgrounds and perspectives on marriage, Anna gets candid about what it takes to turn a match into a true partnership.

And in one of the most powerful parts of their story, Anna and her husband open up about their decision to create a prenup—and how that process actually strengthened their relationship. They explain how sitting down to draft an agreement forced them to have vulnerable, necessary conversations about money, values, and long-term expectations—conversations they may never have had otherwise. What could have felt intimidating instead became an exercise in trust, transparency, and building a foundation for their future together.

Throughout the episode, Anna also shares the biggest mistakes she sees singles making in today’s dating scene, the red flags and patterns that keep people stuck, and the subtle mindset shifts that can transform the way you approach love. Her husband offers the other side of the story, showing what it really looks like to grow together in a marriage that honors both individuality and partnership.

This episode is part love story, part expert advice, and part cultural narrative. It’s about what it means to build a marriage in a modern world—and why the toughest conversations often bring you closer.

It doesn't matter if you’re single and swiping, preparing for marriage, or already deep into your partnership...this is a reminder that love doesn’t follow a script. It’s written through the choices you make, the honesty you share, and the courage to ask the hard questions together.

Follow Anna at @annamorgenstern on Instagram and her website annamorgenstern.com

Whether you're single, engaged, married, or divorced, the HelloPrenup Podcast is committed to presenting you the best-in-class thought leaders in the love, wedding, marriage, and life planning space.

Connect with HelloPrenup:

• Website
• Instagram
• TikTok
• YouTube

Internationally acclaimed wedding planner Jove Meyer shares his powerful journey - from walking away from a contemporary cult and an arranged marriage after coming out, to building one of the most inclusive and nationally recognized wedding businesses. In this episode, he opens up about finding love, why a prenup strengthened his marriage, and his unfiltered take on wedding trends, personalization, and celebrity ceremonies. Perfect for couples planning a wedding, anyone curious about prenups, and those seeking inspiration on living authentically.

In this episode you’ll learn:
✔️ How leaving the cult reshaped his life and career
✔️ Why inclusivity and The Ally Pledge changed the wedding industry
✔️ What his own wedding taught him about love and authenticity
✔️ How a prenup protected his marriage and lowered stress
✔️ His candid take on trends, personalization, and celebrity weddings

Chapters:
00:00 – Cold Open & Intro
00:00:25 – Background Story & First Wedding
00:01:33 – Arranged Marriage and “Cult” Upbringing
00:04:24 – Leaving the Church Behind
00:06:06 – Moving to New York City
00:06:39 – Redefining Love, Belonging, and Inclusivity
00:11:07 – Hospitality First & The Ally Pledge
00:16:20 – Planning and Experiencing His Own Wedding
00:18:11 – Meeting Kyle on Tinder During COVID
00:20:09 – Family Acceptance and Learning Love
00:28:11 – Activism and Rights Under Threat
00:31:18 – Why a Prenup Was a No-Brainer
00:33:02 – Wedding Trends vs. True Personalization
00:44:07 – Thoughts on Bezos’ Celebrity Wedding
00:49:34 – Final Advice for Engaged Couples

Find Jove on IG @jovemeyer and on his website jovemeyer.com ❤️

Explore HelloPrenup's brand and offerings:
Website: helloprenup.com
IG: @helloprenup
TT: @helloprenup
YT: ‪@helloprenup

Hello Prenup and its tools are not a substitute for the advice or services of an attorney, but can connect you with an independent attorney in most states.

Whether you're single, engaged, married, or divorced, the HelloPrenup Podcast is committed to presenting you the best-in-class thought leaders in the love, wedding, marriage, and life planning space.

Connect with HelloPrenup:

• Website
• Instagram
• TikTok
• YouTube

After garnering millions of followers on Instagram, supermodel Ashley Alexiss faced rejection, a painful divorce, and the devastating loss of her father. But instead of letting it break her, she turned her setbacks into strength...building Alexiss Swimwear into a multi-million-dollar brand, redefining beauty standards, and discovering a new love story she never expected.

In this powerful conversation, Ashley opens up about the realities behind the glam: the brutal divorce that nearly derailed her career, the grief of losing her father, and the resilience it took to fight back stronger than ever. From starting out as a Boston girl determined to prove herself, to gracing Times Square billboards, to leading a body-positive movement, Ashley shares the lessons she’s learned along the way about love, business, and self-confidence. If you’ve ever wondered what it takes to turn pain into power and criticism into confidence, Ashley’s story will inspire you to keep going—no matter what.

Connect with Ashley on Instagram: @ashalexiss 💕
Connect with HelloPrenup on Instagram, TikTok, and YouTube: @helloprenup
Website: helloprenup.com

Chapters
00:00 – Intro: from Boston to Instagram Fame
06:40 – Engagement & Wedding Plans
09:30 – Signs from Her Father After His Passing
12:25 – First Marriage, Divorce & Regrets
16:40 – Why Every Couple Needs a Prenup
19:25 – Building Alexiss Swimwear Into a Multi-Million Dollar Brand
22:00 – Divorce Drama, Court Battles & Heartbreak
27:00 – Losing Her Dad During the Divorce
35:00 – Trusting Your Gut and Why Love Isn't Always Enough
44:00 – Coming to Terms with the Fact that Her Dad & Brodie will Never Meet
50:00 – Advice for Couples where One Person is Grieving
55:42 – Keeping an Open Heart & Finding Love Again
56:30 – Julia's Reflection on Ashley's Prenup Experience
1:01:53 – The Prenup Party & Celebrating "Getting it Right"
1:07:00 – Why Getting a Prenup is Worth It
1:18:12 – Open Discussion about Privacy & Explicit Photographs
1:22:40 – Where to Find Ashley
1:23:24 – Welcome Brodie!

Hello Prenup and its tools are not a substitute for the advice or services of an attorney, but can connect you with an independent attorney in most states.

Whether you're single, engaged, married, or divorced, the HelloPrenup Podcast is committed to presenting you the best-in-class thought leaders in the love, wedding, marriage, and life planning space.

Connect with HelloPrenup:

• Website
• Instagram
• TikTok
• YouTube