Money Dates

How Transparent Money Conversations Helped This Couple Build Trust and Love with PJ + Jessica

“Transparency was the keyword from the beginning. We don't want to repeat the same mistakes we made before.” As a newly married couple, there’s never a perfect moment to have the money talk. The same goes for couples who’ve been married before. In fact, that conversation needs to start on day one. Our hosts, Natalie and Dan Slagle, sit down with guests, PJ and Jessica, who are now engaged and building a life together in downtown Los Angeles. They didn't plan to make financial transparency a cornerstone of their relationship. It became one by necessity, shaped by the specific pain of what they'd each survived before. Jessica’s wound was discovering at tax time that her ex had quietly raided a 401(k) (taking an early distribution, not even a loan!) to buy her wedding jewelry she never asked for. The penalty showed up on a joint return, and the secret collapsed everything she thought she understood about their finances. PJ had quite the opposite experience, having dealt in their previous marriage only with joint accounts, no personal autonomy, and the slow erosion that comes from carrying a financial life alone while calling it shared. So when PJ and Jessica got married, they deliberately opened individual checking and savings accounts, with visibility into each other's accounts if they choose to look. They also have an ongoing negotiation around a large lump sum from selling three properties. PJ’s seeing lost opportunity in cash sitting still, while Jessica needs the slower, less terrifying path of dollar-cost averaging over six months. What makes their story worth telling isn't that they got it right. It's that they kept talking on walks, after financial planner meetings, and during mid-vacation credit card panic. To them, money conversations are simply non-negotiables in marriage, and they encourage all couples to see them the same way. Key Topics: * Moving In, Splitting Expenses, and Paying Off Student Loans (05:55) * What Each of Them Was Trying Not to Repeat (06:29) * Individual Accounts, Shared Visibility, 60/40 Split (20:02) * Wedding Budget: $20K vs. $40K, and How They Resolved It (25:08) * Selling Three Properties and the Rent-vs-Buy Question (33:09) * Finding Compromise When It Comes to Investing (37:40) * Dollar-Cost Averaging as Couples Therapy (44:23) Schedule a Free Consultation: Go to https://www.fyoozfinancial.com [https://www.fyoozfinancial.com] and click the button in the upper right-hand corner Join our newsletter to stay up to date on the latest financial resources: https://www.fyoozfinancial.com/signup [https://www.fyoozfinancial.com/signup] Natalie Slagle, CFP® and Dan Slagle, CFP® are the founding partners and lead financial planners at Fyooz Financial Planning [https://www.fyoozfinancial.com/] https://www.fyoozfinancial.com/ [https://www.fyoozfinancial.com/] — an independent firm dedicated to helping high-earning couples in their 30s and 40s confidently navigate the complexities of managing money together. At Fyooz, they specialize in turning financial stress into strategy, guiding couples through everything from cash flow and investing to aligning money with shared goals. Disclaimer: For updated disclosures, please visit https://www.fyoozfinancial.com/ [https://www.fyoozfinancial.com/]

Prenups and Postnups: What You Need to Know Before (and After) You Get Married with Kaylin Dillon

"Never stop talking about what feels fair or doesn't feel fair. It really should be an ongoing conversation that doesn't stop. That's just part of the dynamic of a living relationship." Our hosts, Natalie and Dan Slagle, chat with Kaylin Dillon. Getting married at 21 with a prenup she barely understood is what turned Kaylin into one of the leading voices on financial agreements between couples. What started as her husband's request to protect an inheritance became, years later, the foundation of her book, her course, and a practice built around helping couples have better money conversations before they say "I do." The word "prenup" still lands with a thud in most relationships. Kaylin reframes it not as a hedge against divorce, but as a Plan B that lets you sleep easier while fully committed to Plan A. Most couples skip it entirely, jumping straight to attorneys without first agreeing on what they actually want, which is where things tend to go sideways. A postnup, she explains, is available to married couples who want to address what a prenup never covered: a stay-at-home parent's vulnerability, a sudden large inheritance, or financial patterns that have quietly felt unfair for years. Infidelity, she notes, is actually one of the most common triggers, not as a prelude to divorce, but as a bid to stay married on more honest terms. For couples navigating family-mandated agreements, Kaylin introduces the "outlaw", meaning the partner entering a family structure. But there's often more middle ground available than the two options being presented. Never stop talking about what feels fair, because that conversation is the ongoing work of a living relationship. Key Topics: * Kaylin's Own Prenup: What They Did Right and Wrong at 21 (04:15) * What a Prenup Actually Is and What It Can Cover (11:13) * Postnups: Who Gets One and Why (13:23) * Stay-at-Home Parents, Inheritances, and When Married Couples Revisit Finances (17:15) * Step One: The Ideal Path Before You Call an Attorney (22:07) * How to Bring Up a Prenup Without Blowing Up the Relationship (23:25) * The "Outlaw": Marrying Into Wealth and Family Requirements (37:47) * Never Stop Talking About What Feels Fair (41:23) More About the Guest: Kaylin Dillon is a Certified Financial Planner who specializes in working with couples with separate assets, prenups, or blended families. She wrote the book Prenup Partnership and founded The Prenup Coach to help engaged couples have better money conversations before they say "I do." If she's not talking about money and marriage, she says she entertains herself by following real-time court cases involving spouses. Resources: * For Kaylin’s Book and Coursework, visit https://kaylindillonfinancial.com/ [https://kaylindillonfinancial.com/] * Kaylin’s Instagram: https://www.instagram.com/theprenupcoach [https://www.instagram.com/theprenupcoach] Schedule a Free Consultation: Go to https://www.fyoozfinancial.com [https://www.fyoozfinancial.com] and click the button in the upper right-hand corner Join our newsletter to stay up to date on the latest financial resources: https://www.fyoozfinancial.com/signup [https://www.fyoozfinancial.com/signup] Natalie Slagle, CFP® and Dan Slagle, CFP® are the founding partners and lead financial planners at Fyooz Financial Planning [https://www.fyoozfinancial.com/] https://www.fyoozfinancial.com/ [https://www.fyoozfinancial.com/] — an independent firm dedicated to helping high-earning couples in their 30s and 40s confidently navigate the complexities of managing money together. At Fyooz, they specialize in turning financial stress into strategy, guiding couples through everything from cash flow and investing to aligning money with shared goals. Disclaimer: For updated disclosures, please visit https://www.fyoozfinancial.com/ [https://www.fyoozfinancial.com/]

The High Earners Problem: Are We Spoiling Our Kids?

"I want our daughter to see us actively choosing a response or a purchase, not because it's about affordability, but because it's about values." When you have the means to say yes to most things, choosing not to, especially when it comes to your kids’ wants and needs, becomes an act of intention. As parents to a toddler not yet two, our hosts, Natalie and Dan Slagle, turn the lens on themselves. They face the reality that high earners face a version of spoiling that has nothing to do with being careless, but is the by-product of abundance. When "no" is always a choice and never a constraint, the values behind it have to be spoken out loud. Dan lands on entitlement as the after-effect of unchecked giving. Natalie frames it as a failure of appreciation, or not recognizing the work and trade-offs behind what you receive. Neither of them thinks their two-year-old is spoiled yet. But they're already watching for the signs. Natalie has quietly been front-loading their daughter's college savings, while Dan wonders what they're giving up today: a trip, a night out, a little room to breathe. A 2025 study by Talker Research, commissioned by Acorns Early, finds the average monthly allowance has reached $52. Two-thirds of parents in the study said they knew exactly how much to give and why; one-third said they'd need to ask other parents for reassurance. One question Natalie wants every high-earning couple to ask each other is, “What does enough look like for our kids?” There’s no right answer. But as parents, you need to have that conversation. Key Topics: * Micro-Decisions and What They Model (04:58) * The 529 Tension: Funding Her Future vs. Living Your Own Life (11:37) * A Client Story: The Apple Note That Drew the Line (16:59) * Natalie and Dan's Different Instincts Around the 529 (21:51) * Allowances in 2025: $52/Month, Venmo, and Preloaded Debit Cards (27:40) * Chores, Allowances, and What Kids Should Never Be Paid For (28:58) * How Parents Talk About Money Together is What Kids Remember (34:32) * The One Question Every High-Earning Couple Should Ask (36:15) Resources: * The 3 Best Ways to Save for Your Child's Future: https://www.fyoozfinancial.com/moneymatters-blog/the-3-best-ways-to-save-for-your-childs-future [https://www.fyoozfinancial.com/moneymatters-blog/the-3-best-ways-to-save-for-your-childs-future] Schedule a Free Consultation: Go to https://www.fyoozfinancial.com [https://www.fyoozfinancial.com] and click the button in the upper right-hand corner Join our newsletter to stay up to date on the latest financial resources: https://www.fyoozfinancial.com/signup [https://www.fyoozfinancial.com/signup] Natalie Slagle, CFP® and Dan Slagle, CFP® are the founding partners and lead financial planners at Fyooz Financial Planning [https://www.fyoozfinancial.com/] https://www.fyoozfinancial.com/ [https://www.fyoozfinancial.com/] — an independent firm dedicated to helping high-earning couples in their 30s and 40s confidently navigate the complexities of managing money together. At Fyooz, they specialize in turning financial stress into strategy, guiding couples through everything from cash flow and investing to aligning money with shared goals. Disclaimer: For updated disclosures, please visit https://www.fyoozfinancial.com/ [https://www.fyoozfinancial.com/]

Stronger Together Than Apart with Heather + Court

"Before you can have a good relationship with money with your partner, you need to have a good relationship with money with yourself." Most couples walk into their first marriage carrying financial secrets they don't even know they have. Today’s special guests walked into their second one with their budgets open and their histories laid bare… and it made all the difference! Our hosts, Dan and Natalie Slagle, sit down with Court and Heather, a remarried couple in their peak earning years who chose to do something that’s often rare after divorce: merge their finances again, and do it even before the wedding. In her previous marriage, Heather had been the sole financial manager, her ex-spouse oblivious to the bills, the budget, the mortgage. When the marriage ended, she had to teach him how to pay his own utilities. Now, money transparency is nonnegotiable for Heather. Court has a near-obsessive love of YNAB (You Need a Budget), the budgeting app, which he introduced to Heather just six months into dating. She hated it. Budgeting triggered a scarcity mindset that made her want to spend more, not less. But over time, they found a middle ground, using it as a shared tool rather than a financial rulebook. There was one crack in the transparency. Heather had taken out a 401(k) loan to consolidate some debt, and when a job change forced repayment, she had to come clean to Court. A chunk of what she planned to bring to their first home purchase together had quietly gone to pay it off. Court, for his part, barely remembered the conversation. What felt catastrophic to her barely registered to him, which is its own kind of lesson about the weight we assign to financial shame. Now, with a toddler in daycare and incomes that have grown steadily, they've sidestepped lifestyle creep. It’s not through discipline alone, but because the money has had somewhere intentional to go all along. Key Topics: * Why Heather and Court Chose to Combine Finances Again After Divorce (08:17) * Opposite Money Personalities: The YNAB Lover and the Budgeting Rebel (13:17) * Combining Finances Before the Wedding (and Why It Felt Right) (15:57) * The Financial Secret Heather Finally Confessed (17:52) * Heather's Relationship with Money Growing Up vs. Court's (22:43) * Lifestyle Creep, Daycare Costs, and What "Keeping Up" Actually Looks Like (29:49) * What They'd Do With the Money If Their Daughter Weren't in the Picture (34:04) * The Strange Discomfort of Unearmarked Money (37:42) * What They're Each Looking Forward to Next (40:08) Schedule a Free Consultation: Go to https://www.fyoozfinancial.com [https://www.fyoozfinancial.com] and click the button in the upper right-hand corner Join our newsletter to stay up to date on the latest financial resources: https://www.fyoozfinancial.com/signup [https://www.fyoozfinancial.com/signup] Natalie Slagle, CFP® and Dan Slagle, CFP® are the founding partners and lead financial planners at Fyooz Financial Planning [https://www.fyoozfinancial.com/] https://www.fyoozfinancial.com/ [https://www.fyoozfinancial.com/] — an independent firm dedicated to helping high-earning couples in their 30s and 40s confidently navigate the complexities of managing money together. At Fyooz, they specialize in turning financial stress into strategy, guiding couples through everything from cash flow and investing to aligning money with shared goals. Disclaimer: For updated disclosures, please visit https://www.fyoozfinancial.com/ [https://www.fyoozfinancial.com/]

If I Die Tomorrow, What Happens to Our Finances?

"Perfection gets in the way of good. If we're reaching for perfection, then we'll miss the opportunity to make a good decision and inevitably make no decision, which will be poor." Death is the conversation most couples never have. Not because they don't care, but because they're too busy living. Our hosts, Natalie and Dan Slagle, sit with that discomfort in today’s conversation, walking through what the financial situation would actually look like if one of them were gone tomorrow. Using Natalie as the hypothetical (because she doesn't mind talking about death) they trace the real, practical consequences when one of them passes away: business income suddenly cut in half, childcare costs ballooning without a second set of hands, and a $2 million life insurance payout that sounds like a lot until you realize it doesn't come close to replacing a lifetime of earnings. Then there’s the seemingly small yet deadly stuff. Dan couldn't log into their own bank account for a month because two-factor authentication defaulted to Natalie's phone. It took a gentle cornering in the breakfast nook to finally fix it. That's the kind of friction that's an annoyance when your spouse is alive and a genuine problem when they're not. Guardianship is another obvious consideration. Who raises your child if you both go at once? Who manages the money? Those don't have to be the same person. The weight of that decision is exactly what has stalled their own estate plan update since 2020. You and your spouse can never achieve perfection, but you both need to make a good enough decision now. Because no decision, as Natalie puts it, is the worst decision of all. Key Topics: 1. Why Couples Avoid This Conversation (08:16) 2. What Happens Financially if a Spouse Passes Away Tomorrow (15:38) 3. Stock Compensation, Business Ownership, and What Stops Coming In (17:33) 4. A Real-Life Example of Being Financially Unprepared for Loss (21:51) 5. How Having a Child Changes Everything (24:39) 6. Guardianship: Who Raises Your Child, Who Manages Their Money (26:45) 7. The Password Problem: Small Logistical Gaps That Become Big Problems (29:39) 8. The True Cost of Unpaid Labor When a Spouse Is Gone (34:02) 9. The Three Estate Documents Every Couple Needs (38:20) Resources Mentioned: 1. NYT Article: https://www.nytimes.com/2026/02/14/your-money/taxes/couples-taxes-mistakes.html [https://www.nytimes.com/2026/02/14/your-money/taxes/couples-taxes-mistakes.html] 2. Recommended Listen: Money Dates Episode 12: Estate Planning Essentials: Wills, Trusts, and Avoiding Probate: https://www.fyoozfinancial.com/podcasts/estate-planning-essentials-wills-trusts-and-avoiding-probate [https://www.fyoozfinancial.com/podcasts/estate-planning-essentials-wills-trusts-and-avoiding-probate] Schedule a Free Consultation: Go to https://www.fyoozfinancial.com [https://www.fyoozfinancial.com] and click the button in the upper right-hand corner Join our newsletter to stay up to date on the latest financial resources: https://www.fyoozfinancial.com/signup [https://www.fyoozfinancial.com/signup] Natalie Slagle, CFP® and Dan Slagle, CFP® are the founding partners and lead financial planners at Fyooz Financial Planning [https://www.fyoozfinancial.com/] https://www.fyoozfinancial.com/ [https://www.fyoozfinancial.com/] — an independent firm dedicated to helping high-earning couples in their 30s and 40s confidently navigate the complexities of managing money together. At Fyooz, they specialize in turning financial stress into strategy, guiding couples through everything from cash flow and investing to aligning money with shared goals. Disclaimer: For updated disclosures, please visit https://www.fyoozfinancial.com/ [https://www.fyoozfinancial.com/]