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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:
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:
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:
What happens when a reality TV superfan meets a Cirque du Soleil performer during Pride weekend, and that chance encounter turns into 11 years of love, marriage, and building a media empire together? Adam Newell, creator of the hit Bravo-focused YouTube channel Up and Adam, and his husband Jason Berrent, a former Cirque du Soleil star, join us to share their wild, heartfelt, and often hilarious journey. From Pride meet-cutes and cross-continental moves to business breakthroughs and negotiating a prenup, this conversation dives deep into what it takes to grow together in love and in business.
Adam and Jason talk about building Up and Adam into a thriving brand, navigating the dynamics of working with your spouse, and how their completely different upbringings shaped the way they communicate, handle conflict, and approach money. They share candid stories about coming out to their families, weathering financial highs and lows, and learning to balance structure with spontaneity- both on screen and off.
In this episode you’ll learn:
How Adam turned a pandemic side project into a monetized channel in just two months.
Why their opposite personalities and backgrounds make them a stronger team.
The surprising ways their prenup brought clarity and comfort to their marriage.
How to navigate creative differences when your business partner is also your life partner.
Why setting boundaries (and occasionally breaking them) keeps things exciting.
Chapters:
00:00 Intro
01:00 The Pride Weekend Meet-Cute
06:00 From Cirque Podcast to Bravo YouTube Breakout
12:30 Learning to Work (and Fight) Together
20:00 How Their Vastly Different Upbringings Shaped Their Communication
32:00 Coming Out Stories & Family Reactions
45:00 The Prenup Lore
54:00 Communication about Money
01:02:00 Reality Stars & Keeping Up the Facade
01:10:00 The Nuances of Being in the Public Eye
01:18:00 Lightning Round Questions
01:40:00 Where to find Adam & Jason
Follow them for more:
@UpAndAdamLive on Instagram, YouTube, and TikTok
@JasonBerrent on 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:
In this episode, we sit down with Heather and Douglas Boneparth to dive into the intersection of love and money. From early money memories to navigating financial power shifts in a relationship, they share insights from their new book, Money Together, and offer actionable advice for couples wanting to build a fairer, more transparent financial future. Pre-order Money Together here — every link helps!
Heather and Douglas Boneparth are financial and relationship experts behind Bone Fide Wealth in NYC and co-authors of Money Together — you can find them at bonefidewealth.com, on social @averagejoelle and @dougboneparth, and in their newsletter, The Joint Account.
✅ Why money convos should start early + how to approach them without the awkwardness
✅ The importance of reframing caregiving as a form of providing to level the playing field in relationships
✅ How your upbringing and privilege shape your financial mindset – and what to do when you and your partner grew up differently
Ready to take control of your financial future as a couple? Start your prenup process today at HelloPrenup.com! 🚀
Whether you're single, engaged, married, or divorced, the HelloPrenup Podcast is committed to bringing you thought leaders in the wedding, marriage, and life planning space. We break down all the topics related to building a future you're proud of independently and co-dependently with your partner. Host Julia Rodgers, CEO of HelloPrenup, interviews top professionals from all backgrounds on financial planning strategies, wedding planning must-haves, relationship advice, and inspirational stories.
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:
What really happens when a stay-at-home mom gets blindsided in divorce? Content creator and financial coach Anna Goff joins us to break down her viral story - one that’s resonated with millions. We talk about financial blind spots in marriage, the silent power dynamics that can define stay-at-home parenting, and why having open conversations about money early on is one of the most radical things you can do for your relationship. Anna Goff is a former makeup artist and stay-at-home mom turned advocate for women’s financial empowerment. Her content has sparked millions of views for its raw, honest take on divorce, motherhood, and rediscovering yourself.
Follow @MsAnnaGoff on Instagram and visit MsAnnaGoff.com for coaching and resources. Access Anna's new course here.
In this episode you’ll learn:
✅Financial dependency can happen to anyone-including smart, capable women. And it often does in the name of love and sacrifice.
✅Prenups aren’t about distrust. They’re a framework for protecting both partners and encouraging healthy, honest conversations.
✅You are not “just” a stay-at-home parent. Unpaid labor deserves recognition, protection, and power—especially when things go south.
Whether you're dating, married, or newly single, the HelloPrenup Podcast is here to help you feel seen, supported, and strong through every chapter.
00:00 Intro & Guest Bio
01:00 From SAHM to Financial Advocate
03:00 How Anna Got Blindsided in Divorce
07:40 Financial Control & Power Dynamics
12:25 Rebuilding After a Breakup
16:40 Why Prenups Matter (Even for Love)
22:10 Starting Tough Conversations in Marriage
28:00 Dating Again After Divorce
34:00 Co-Parenting, Control & Letting Go
42:30 Rediscovering Your Career and Confidence
50:00 Final Thoughts & Where to Find Anna
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:
What really causes communication breakdowns in relationships? Clinical psychologist Dr. Sabrina Romanoff joins us to unpack the real reason couples struggle to connect—emotional safety. We explore attachment styles, why prenups are a tool for communication (not conflict), and how couples can create rituals that keep their relationship strong through all of life’s transitions.
Dr. Sabrina Romanoff is a licensed clinical psychologist and professor at Yeshiva University. She specializes in relationship dynamics, emotional intelligence, and modern love. Follow her on Instagram @DoctorSabrinaRomanoff for relationship and mental health tips.
Resources mentioned:
In this episode you’ll learn:
✅ Emotional safety is the foundation of communication. It’s not that we lack communication skills, it's that we struggle to use them when we don’t feel secure.
✅ Prenups can actually bring couples closer. When framed intentionally, they’re a tool for transparency and emotional connection, not just legal protection.
✅ Attachment styles play out in romantic dynamics. Understanding yours and your partner’s can help break cycles of conflict and build trust.
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:
In this special Pride Month episode, we host a powerful roundtable discussion exploring the legal rights of LGBTQ+ families. Our guests unpack the evolving landscape of marriage equality, reproductive rights, and the very real threats posed by political and judicial shifts – including the potential overturning of Obergefell v. Hodges. From personal stories to actionable legal advice, this conversation shines a light on the human impact of policy and the urgent need for protections for queer families.
Janene Oleaga, Esq. is a fertility attorney and reproductive rights advocate serving LGBTQ+ clients in family formation, adoption, and assisted reproduction.
Sarah Rutledge Fischer is an attorney and mediator based in Alabama, focusing on conflict resolution for marginalized communities and LGBTQ+ clients. She is also a member of the LGBTQ+ community herself.
Resources Mentioned
In this episode you’ll learn:
✅ Why LGBTQ+ families must act now to secure legal protection: With cases like Obergefell potentially at risk, LGBTQ+ couples must proactively pursue second-parent adoption, confirmatory parentage, and estate planning, even in affirming states.
✅ Why marriage equality still needs protecting. The political climate shows that federal protections can shift, and legal recognition varies by state. But with the right planning and support, couples can still take proactive steps to safeguard their rights.
✅ How queer families are redefining parenthood and love.
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:
In this episode, we dive into how to rebuild love and connection after divorce, what makes a marriage work, how to navigate modern dating, and how to approach second marriages with clarity and intention.
Anna Howerton is a relationship coach who helps individuals and couples navigate love, dating, and partnership after major life transitions like divorce. With a background in psychology and over 20 years in talent recruitment, Anna now brings her insight and experience into helping others find aligned, fulfilling relationships. You can find her at annahowerton.com or on Instagram at @annahowerton_.
Resources mentioned:
In this episode you’ll learn:
✅ Why self-reflection is the foundation of a healthy relationship.
✅ Why second marriages need clearer expectations. Aligning on finances, affection, and life goals the second time around can help couples avoid past pitfalls and create a more intentional, fulfilling partnership.
✅ Why modern dating takes a mindset shift. True connection comes from openness, curiosity, and being clear about what you actually want.
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:
In this episode, we explore the often-overlooked financial risks faced by stay-at-home moms. After a 17-year marriage, Anna found herself navigating divorce without financial protection—and now uses her platform to help women avoid the same fate. Host Julia Rodgers and Anna break down why prenups matter, the value of caregiving labor, and how to rebuild your financial life after divorce.
Anna Goff is a coach, mom, and advocate for the stay-at-home mom's financial future.
Resources mentioned:
In this episode you’ll learn:
✅ How to protect yourself financially as a stay-at-home parent.
✅ How to recognize caregiving as real economic contribution: Start viewing household and parenting work as valuable labor, and advocate for your role as a financial partner.
✅ How to rebuild your financial independence after divorce.
Whether you're single, engaged, married, or divorced, the HelloPrenup Podcast is committed to bringing you thought leaders in the wedding, marriage, and life planning space. We break down all the topics related to building a future you're proud of independently and co-dependently with your partner. Host Julia Rodgers, CEO of HelloPrenup, interviews top professionals from all backgrounds on financial planning strategies, wedding planning must-haves, relationship advice, and inspirational stories.
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:
From the publisher's feed
Romance meets reality - and nothing is off limits.
Hosted by relationship expert and former divorce attorney Julia Rodgers, the HelloPrenup Podcast brings…
Whether you're getting engaged, untying the knot, or just trying to make it work - this show goes deep on the conversations most people avoid.
Expect heartfelt storytelling, surprising truths, and unfiltered advice from the front lines of modern relationships.
New episodes every Thursday. Mic’s on - are you ready?
Disclaimer: By accessing this Podcast, I acknowledge that 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. Hello Prenup, this Podcast and its guests make no warranty, guarantee, or representation as to the accuracy or sufficiency of the information featured in this Podcast. The information, opinions, and recommendations presented in this Podcast should not be considered professional advice. They are for general information only and any reliance on the information provided in this Podcast is done at your own risk. Unless specifically stated otherwise, Hello Prenup and this Podcast do not endorse, approve, recommend, or certify any information, product, process, service, or organization presented or mentioned in this Podcast, and information from this Podcast should not be referenced in any way to imply such approval or endorsement. The third-party materials or content of any third-party site referenced in this Podcast do not necessarily reflect the opinions, standards or policies of Hello Prenup or this Podcast. Hello Prenup and this Podcast assume no responsibility or liability for the accuracy or completeness of the content contained in third-party materials or on third-party sites referenced in this Podcast or the compliance with applicable laws of such materials and/or links. Hello Prenup and this Podcast make no warranty that this Podcast, or the server that makes it available, is free of viruses, worms, or other elements or codes that manifest contaminating or destructive properties.

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