How Not To Suck At Divorce
Morgan Stogsdill and Andrea Rappaport
How Not to Suck at Divorce is the divorce podcast for people who want clarity, strategy, and support—not drama, shame, or sugarcoating.
Hosted by powerhouse family law attorney Morgan Stogsdill, head of family law at the largest firm in the country, and comedian-turned-marketing-guru Andrea Rappaport, this show helps you avoid the most common (and costly) divorce mistakes while protecting your kids, your finances, and your sanity.
How Not to Suck at Divorce offers you divorce guidance that only the really wealthy can afford.
Each episode breaks down what actually matters during divorce—custody, co-parenting, negotiations, communication, and decision-making—using real-world examples, practical tools, and a refreshingly honest approach. You’ll learn what to tell your lawyer (and what to tell your friends), how to manage emotions without letting them derail your case, and how to move forward even when the process isn’t over.
Whether you’re thinking about divorce, in the middle of it, or trying to rebuild your life after, How Not to Suck at Divorce gives you the information you need, the validation you deserve, and the confidence to make better decisions—one step at a time.
Morgan Stogsdill has seen every curveball, knows the difference between drama and strategy, and helps clients avoid costly mistakes. Andrea Rappaport has made the exact painful mistakes we beg you not to repeat. Together, we’ve built a podcast that blends courtroom-level insight with compassionate, practical moves you can use the second the episode ends.
What We Cover
Should I stay or should I go? Decision-making frameworks, acronyms, and step-by-step exercises for clarity.
Co-parenting and high-conflict personalities. We unpack narcissist dynamics, manipulation tactics, and non-reactive communication. (We even created a framework called “WTF” to help you remember it when your brain is on fire.)
The BIFF method and conflict de-escalation. With Bill Eddy of the High Conflict Institute, we translate his tools into real-world texts and emails you can send without blowing up your case.
Tech safety and AI mistakes. Steven Bradley, former FBI agent and digital safety expert
Prenups, financial transparency, and power dynamics. Guests like Katie Post share what to include, what to avoid, and how to start the conversation before things go off the rails.
That’s our recipe: expert interviews + practical tools + humor that keeps you breathing. Episodes are short enough for a dog walk but deep enough to change your next decision.
Who You’ll Hear
Bill Eddy (High Conflict Institute): BIFF and EAR techniques, parallel parenting, and communication guardrails.
Steven Bradley (former FBI “Tech Cowboy”): Digital breadcrumbs, evidence handling, and how AI can backfire in divorce.
Dr. Nadine Macaluso (therapist, trauma specialist): Love-bombing, trauma bonds, and healing after divorce.
Joanna Strober (Midi Health): Resilience, perimenopause, career pivots, and financial autonomy.
Core Topics
Divorce Strategy & Family Law: prenups, mediation vs. litigation, custody agreements, relocation, settlement strategy.
High-Conflict & Safety: coercive control, gaslighting, BIFF, protective orders, tech hygiene. Co-Parenting & Parallel Parenting: calendars, school/holiday schedules, and communication protocols. Money & Power: financial disclosure, tracing assets, budgeting, and managing fees.Mindset & Mental Health: compartmentalizing, trigger management, boundary scripts, and choosing the right therapist or coach.
Our show is both resourceful and entertaining. You’ll laugh, take notes, and walk away feeling less alone. How Not to Suck at Divorce has become a trusted resource worldwide.
Whether you’re in the middle of a divorce, just considering it, or rebuilding afterward, this podcast helps you breathe easier, protect your sanity, and avoid the mistakes that cost people the most.
You’ll get through this. We promise. You’ve got this… and we’ve got you.
Hosted by powerhouse family law attorney Morgan Stogsdill, head of family law at the largest firm in the country, and comedian-turned-marketing-guru Andrea Rappaport, this show helps you avoid the most common (and costly) divorce mistakes while protecting your kids, your finances, and your sanity.
How Not to Suck at Divorce offers you divorce guidance that only the really wealthy can afford.
Each episode breaks down what actually matters during divorce—custody, co-parenting, negotiations, communication, and decision-making—using real-world examples, practical tools, and a refreshingly honest approach. You’ll learn what to tell your lawyer (and what to tell your friends), how to manage emotions without letting them derail your case, and how to move forward even when the process isn’t over.
Whether you’re thinking about divorce, in the middle of it, or trying to rebuild your life after, How Not to Suck at Divorce gives you the information you need, the validation you deserve, and the confidence to make better decisions—one step at a time.
Morgan Stogsdill has seen every curveball, knows the difference between drama and strategy, and helps clients avoid costly mistakes. Andrea Rappaport has made the exact painful mistakes we beg you not to repeat. Together, we’ve built a podcast that blends courtroom-level insight with compassionate, practical moves you can use the second the episode ends.
What We Cover
Should I stay or should I go? Decision-making frameworks, acronyms, and step-by-step exercises for clarity.
Co-parenting and high-conflict personalities. We unpack narcissist dynamics, manipulation tactics, and non-reactive communication. (We even created a framework called “WTF” to help you remember it when your brain is on fire.)
The BIFF method and conflict de-escalation. With Bill Eddy of the High Conflict Institute, we translate his tools into real-world texts and emails you can send without blowing up your case.
Tech safety and AI mistakes. Steven Bradley, former FBI agent and digital safety expert
Prenups, financial transparency, and power dynamics. Guests like Katie Post share what to include, what to avoid, and how to start the conversation before things go off the rails.
That’s our recipe: expert interviews + practical tools + humor that keeps you breathing. Episodes are short enough for a dog walk but deep enough to change your next decision.
Who You’ll Hear
Bill Eddy (High Conflict Institute): BIFF and EAR techniques, parallel parenting, and communication guardrails.
Steven Bradley (former FBI “Tech Cowboy”): Digital breadcrumbs, evidence handling, and how AI can backfire in divorce.
Dr. Nadine Macaluso (therapist, trauma specialist): Love-bombing, trauma bonds, and healing after divorce.
Joanna Strober (Midi Health): Resilience, perimenopause, career pivots, and financial autonomy.
Core Topics
Divorce Strategy & Family Law: prenups, mediation vs. litigation, custody agreements, relocation, settlement strategy.
High-Conflict & Safety: coercive control, gaslighting, BIFF, protective orders, tech hygiene. Co-Parenting & Parallel Parenting: calendars, school/holiday schedules, and communication protocols. Money & Power: financial disclosure, tracing assets, budgeting, and managing fees.Mindset & Mental Health: compartmentalizing, trigger management, boundary scripts, and choosing the right therapist or coach.
Our show is both resourceful and entertaining. You’ll laugh, take notes, and walk away feeling less alone. How Not to Suck at Divorce has become a trusted resource worldwide.
Whether you’re in the middle of a divorce, just considering it, or rebuilding afterward, this podcast helps you breathe easier, protect your sanity, and avoid the mistakes that cost people the most.
You’ll get through this. We promise. You’ve got this… and we’ve got you.
Episodes
Mentioned books
Oct 15, 2024 • 45min
126. Is Your Spouse Stringing You Along? (Not Divorcing, but not "Happily Married")
In this episode, we dive into the difficult topic of feeling strung along in a marriage. Whether your spouse is coming and going as they please or avoiding making a decision about your future together, it can leave you feeling powerless. The hosts discuss how midlife changes like perimenopause and stress only make these dynamics more challenging, but the real focus is on how to take back your power by setting boundaries.Morgan shares a real-life story about a client stuck in this frustrating limbo, and they explore how setting boundaries—though scary—can be the key to getting clarity in your relationship. With humor and compassion, they tackle why it’s so important to reclaim control, even if it means being labeled the "bad guy."In this Episode, You’ll Learn:How to recognize if you're being strung along in your marriage.Why setting boundaries might be the healthiest move (even if it feels terrifying).How midlife changes like perimenopause can impact your emotional and mental well-being.What to do when your spouse seems to have one foot in and one foot out of the relationship.Why sometimes being the bad guy is the best thing you can do for yourself.How hair extensions may not save your marriage, but they sure can comfort you through tough times.Our Divorce Crash Course was designed to hold your hand through the process and help you avoid major and expensive mistakes. Learn more here: https://www.hownottosuckatdivorce.com/divorce-crash-courseOur Family Wizard is another fantasitc resource for those who need help navigating the "fun" world of coparenting. Head to this landing page to see how we work closely with them to support our listeners! http://www.ourfamilywizard.com/notsuckFriends, slide into our dms, we love love love hearing from you. We are always here to listen and help in any way we can. You've got this and we've got you.Instagram: @hownotosuckatdivorceFollow Andrea: @theandrearappaportFollow Morgan: @divorceattorneychicago
Oct 4, 2024 • 52min
125. Best Kept Divorce Secrets (Save Your Money and Sanity)
In today's episode, it's REAL TALK as we tackle some of the biggest hurdles in divorce—financials, legal strategy, and emotional resilience. We talk about staying calm under pressure, understanding your finances, and working effectively with your attorney.Are you feeling overwhelmed by the flood of legal requests? Unsure whether you're working with the right attorney? Or maybe you're wondering what purchases to make before you file for divorce? These are just some of the questions we tackle in this episode.Key Questions Explored:Do you really have to respond to every demand from your ex immediately?What simple action can help you reset when you're overwhelmed?Why might a phone call or face-to-face meeting with your attorney be a smarter move than sending another email?What should you do if you're unsure your attorney is the right fit for you?Is there a smart time to make big purchases before your divorce?How can you protect what you brought into the marriage, financially?What red flags should you watch for during the divorce process?Can understanding tax implications actually help you negotiate better terms?Hit play for these practical tips and secrets to help you feel more confident and in control during your divorce.Our Divorce Crash Course was designed to hold your hand through the process and help you avoid major and expensive mistakes. Learn more here: https://www.hownottosuckatdivorce.com/divorce-crash-courseOur Family Wizard is another fantasitc resource for those who need help navigating the "fun" world of coparenting. Head to this landing page to see how we work closely with them to support our listeners! http://www.ourfamilywizard.com/notsuckFriends, slide into our dms, we love love love hearing from you. We are always here to listen and help in any way we can. You've got this and we've got you.Instagram: @hownotosuckatdivorceFollow Andrea: @theandrearappaportFollow Morgan: @divorceattorneychicago
Sep 27, 2024 • 50min
124. Can You Even Afford to Get Divorced?!
In today's episode, guess what we’re tackling today? Yep—money. Let’s be honest, talking finances is about as fun as doing taxes, but it’s one of the biggest reasons people hit pause on their divorce plans. Fear of the unknown can be paralyzing, but don’t worry, we’ve got you covered!Joining us is Phil Weiss, a certified CPA, CFA, and RLP (that’s fancy speak for financial wizard 🧙♂️), and he’s here to break down the scary stuff. Phil’s personal story is a reminder of why understanding your finances is key, and he’ll guide us through the basics—from budget apps to aligning your money with your values (yes, that’s a thing).We’re diving into how to plan financially before, during, and after your divorce, and why having the right attorney is as crucial as knowing how to log into your online bank account (don’t act like you haven’t forgotten!).Tune in for some straight talk, practical tips, and a whole lot of empowerment as you tackle those financial fears head-on.Schedule a free consultation with Phil HEREOur Divorce Crash Course was designed to hold your hand through the process and help you avoid major and expensive mistakes. Learn more here: https://www.hownottosuckatdivorce.com/divorce-crash-courseOur Family Wizard is another fantasitc resource for those who need help navigating the "fun" world of coparenting. Head to this landing page to see how we work closely with them to support our listeners! http://www.ourfamilywizard.com/notsuckFriends, slide into our dms, we love love love hearing from you. We are always here to listen and help in any way we can. You've got this and we've got you.Instagram: @hownotosuckatdivorceFollow Andrea: @theandrearappaportFollow Morgan: @divorceattorneychicago
Sep 20, 2024 • 1h 9min
123. The Hidden Dangers of Pretending You're Not Suffering in Your Marriage (Divorce Mental Prep)
In today's episode, we talk to therapist Hilary Rosenberg for a candid conversation about the challenges of recognizing and addressing deep-rooted issues in marriage. We explore the psychological effects of denial, the toll pretense takes on personal well-being and children, and why it’s essential to speak out about relationship struggles. Hilary shares insights on attachment styles and the importance of self-awareness, offers practical steps for navigating emotional turmoil and contemplating divorce with clarity and mental well-being. You got this, friend!Our Divorce Crash Course was designed to hold your hand through the process and help you avoid major and expensive mistakes. Learn more here: https://www.hownottosuckatdivorce.com/divorce-crash-courseOur Family Wizard is another fantasitc resource for those who need help navigating the "fun" world of coparenting. Head to this landing page to see how we work closely with them to support our listeners! http://www.ourfamilywizard.com/notsuckAnd if you're looking for the link to the magical eyelid lifters...you're 100% not alone...Andrea tried them after this episode was recorded and is obsessed. Here's the amazon link: https://shorturl.at/pINWjFriends, slide into our dms, we love love love hearing from you. We are always here to listen and help in any way we can. You've got this and we've got you.Connect with Hilary: Website: https://www.millenniumhope.comInstagram: @hownotosuckatdivorceFollow Andrea: @theandrearappaportFollow Morgan: @divorceattorneychicago
Sep 13, 2024 • 47min
122. Shocking Celebrity Divorce Stories and What YOU Can Learn From Them!
You are in for a juicy treat, friends! In today's episode, we bring on shareholder and family law attorney Kara Chrobak who specializes in high-net-worth divorce to talk about various infamous celebrity divorces! That's right- We touch on Jennifer Lopez & Ben Affleck, Channing Tatum & Jenna Dewan, and Billy Ray Cyrus & Fire Rose. We explore legal intricacies such as the lack of prenups, intellectual property disputes, and contested spending, equitable vs. community property states, importance of identifying intangible assets, and understanding alimony. You DON'T want to miss this one.Connect with Kara:Linked inOur Divorce Crash Course was designed to hold your hand through the process and help you avoid major and expensive mistakes. Learn more here: https://www.hownottosuckatdivorce.com/divorce-crash-courseOur Family Wizard is another fantasitc resource for those who need help navigating the "fun" world of coparenting. Head to this landing page to see how we work closely with them to support our listeners! http://www.ourfamilywizard.com/notsuckFriends, slide into our dms, we love love love hearing from you. We are always here to listen and help in any way we can. You've got this and we've got you.Instagram: @hownotosuckatdivorceFollow Andrea: @theandrearappaportFollow Morgan: @divorceattorneychicago
Sep 6, 2024 • 41min
121. DO NOT Fall for These Common Divorce Misconceptions!
We're baaaack! And today we're talking about common divorce myths and you know how we do- we're providing practical advice for navigating high-conflict separations. The episode addresses misconceptions about co-parenting, alimony, legal advantages for moms, and the impact of infidelity. We also examine the realistic limitations of court intervention in cases of emotional abuse and share personal success stories to inspire hope for post-divorce happiness.Join our private Facebook community!Our Divorce Crash Course was designed to hold your hand through the process and help you avoid major and expensive mistakes. Learn more here: https://www.hownottosuckatdivorce.com/divorce-crash-courseOur Family Wizard is another fantastic resource for those who need help navigating the "fun" world of coparenting. Head to this landing page to see how we work closely with them to support our listeners! http://www.ourfamilywizard.com/notsuckFriends, slide into our dms, we love love love hearing from you. We are always here to listen and help in any way we can. You've got this and we've got you.Instagram: @hownotosuckatdivorceFollow Andrea: @theandrearappaportFollow Morgan: @divorceattorneychicago
Aug 11, 2024 • 37min
120. What a Dr Sees from Patients in Bad Marriages...(special re Air)
In this important re-air, we're here with Dr. Meaghan Boston Daly to talk about divorce and physical wellness. Dr. Meg is a concierge internal medicine doctor in Chicago and has quite the resume. We're so excited to be able to pick her beautiful brain. **And if you're already contemplating divorce, go check out our crash course. Our Divorce Crash Course was designed to hold your hand through the process and help you avoid major and expensive mistakes. Learn more here: https://www.hownottosuckatdivorce.com/divorce-crash-course We'll discuss how being in an unhappy marriage really wears us down. Dr. Meg will tell us all about the subtle physical symptoms of emotional stress, Morgan will answer if your spouse can find out if you're on medication for your mental health during the divorce process, and Andrea will share about the connection between her body pain and being in a toxic marriage. Where to find Dr. Meg: www.harper-health.com Our Family Wizard is another fantasitc resource for those who need help navigating the "fun" world of coparenting. Head to this landing page to see how we work closely with them to support our listeners! http://www.ourfamilywizard.com/notsuck Friends, slide into our dms, we love love love hearing from you. We are always here to listen and help in any way we can. You've got this and we've got you.
Jul 27, 2024 • 1h 6min
119. What Most Divorce Attorneys Won't Tell You
Oh friends, you won't want to miss this episode. Morgan and Andrea are back this week (with an amazing re-air) with top Dallas family law attorney, Rebecca Armstong, find her here! talking about the things you SHOULD and SHOULDN'T do after you file for divorce. First off, do you have the DCC??? If not, you 100% need this tool so you don't totally screw up in your divorce process. It will save you THOUSANDS of dollars!! GET IT HERE! Rebecca, Morgan and Andrea answer: -What 3 things should you do after you file for divorce? -What 3 things should you absolutely NOT do after you file for divorce? -Do I need a therapist if I'm going through a divorce? -Can being in therapy be used against me if I'm going through a divorce? -Why should I go to an annual checkup at the doctor during a divorce? -Can I record my spouse during an argument and use it during divorce proceedings? -Will my spending habits be scrutinized during a divorce? -What advice did Oprah give Andrea about her own divorce? *************** Let's talk about co parenting, shall we?? Our Family Wizard is here to help you with your co parenting journey and we are HUGE fans of what they do. http://www.ourfamilywizard.com/notsuck
Jul 15, 2024 • 43min
118. Is Your Marriage Worth Saving??
Dr. Bill Doherty, founder of discernment counseling, discusses when to save a marriage. Topics include discernment counseling, differences from couples therapy, and transitioning to couple's therapy. Dr. Doherty also shares his favorite wine and the importance of valuable knowledge in relationships.
Jul 5, 2024 • 44min
117. How Do You Know When Your Marriage is Over? (special re air)
How do you know when your marriage is over? How do you know if it's just a phase or if something that was once there will never really come back? Did you "try hard enough" to "save your marraige" and what does that even mean??? At what point can you confident that divorce is the right decision for you??? What we have learned in our professional careers as a family law attorney and hosting this podcast is that sometimes hearing other people's stories help you relate more to your own. So today, we are re airing an episode from the second season of our show which features someone's personal story about when they knew their marriage was offically over. **** And if you're ready to begin the divorce process, you NEED the DCC! It's our one of a kind, Divorce Crash Course. This course literally holds your hand through all of your major decisions. You'll avoid MAJOR mistakes and save up to THOUSANDS of dollars because you're getting advice from one the most sought after divorce attorneys in the country!! For $97, this course will change your life. And we mean that. Check it out here: https://www.hownottosuckatdivorce.com/divorce-crash-course We welcome guest and retired husband, Mike Draper, to the show as he shares his story of when he knew it was over and what life after divorce is really like for a single dad. Check out Magic Mike, (I'm sorry), I mean Mortgage Mike on IG @mortgage_mike As always we're keeping it real and keeping the levity because this process is tough enough. But you are never alone. You got this and we got you. *** If you need support with coparenting- or maybe you just want some extra insight into what coparenting will look for you- look no further than Our Family Wizard. You can get specialized information that WE created with OFW just for our listeners here: http://www.ourfamilywizard.com/notsuck And don't worry, we are back with fresh episodes in just a few weeks!!
