Ashley Torres spends three months per year in a new country with her family, takes five other trips a year, salsas with her friends one to three times a week, and runs multiple businesses. She's been a full-time content creator for over 15 years, writes about her family’s travels on Substack, is the co-founder of LA Girl Dinner Club, and wants us all to live life to the fullest. In this episode, she breaks down how she actually affords the lifestyle.

Ashley walks through exactly what her recent three-month stay in Uruguay actually cost, the surprising income streams that offset the costs, and the trade-offs she makes that make it all work. Plus, she shares her salsa-at-10pm hack that fuels her energy and the worldview that drives her whole approach.

Ashley also reveals how she and her husband Andy navigated combining finances after years of keeping them separate, what she's teaching her daughter about money and gratitude, and where her clothes-and-decor budget actually goes.

Get Ashley’s travel budget template where you can estimate trip costs, compare options and plan in advance so that all you have left to do is enjoy your trip, financially stress free.

Connect with Ashley on Instagram at @everydaypursuits and her family travel Substack.

Check out Ashley’s Money Club to join a community of women unabashedly going after their money goals.

Take this quiz to get a personalized Wealth Building Blueprint.

Nicole Giordano spends three months a year living in Europe, owns her home, and works thirty hours a week in a career she loves. She's the founder of Midlife Creative Studio and a long-time online entrepreneur who has spent the last decade designing a life around what actually matters to her, thoughtfully and strategically. In this episode, she sits down with me to break down how she actually affords the lifestyle.

Nicole and I walk through exactly what she spent on her recent three-month stay in Spain, how she and her partner built a life where either of them could afford it on their own, and her best travel hacks for stretching the budget. Plus, she shares the mindset shift that turned three months in Europe from a vacation fantasy into an annual ritual.

Nicole reveals her "enough" philosophy that lets her spend $12,000 on a kitchen renovation instead of $50,000, the mantra she uses to stay the course even when she’s tempted, and the one question she wants us all to ask ourselves to craft and afford our dream lives.

Get Ashley’s travel budget template where you can estimate trip costs, compare options and plan in advance so that all you have left to do is enjoy your trip, financially stress free.

Learn more about The Studio, Nicole’s community for midlifers who want more creative practice in their lives.

Check out Ashley’s Money Club to join a community of women unabashedly going after their money goals.

Take this quiz to get a personalized Wealth Building Blueprint.

Jen Glantz has built an empire around love stories without actually liking weddings. She’s the founder of Bridesmaid for Hire, host of the 1-800-Bridesmaid podcast, and author of multiple books including her newest, Finally the Bride. In this episode, she breaks down the numbers behind her own wedding, her clients' weddings, running multiple businesses and raising a daughter in NYC.

Jen and I walk through the $35,000 wedding she almost had, the one she pulled off for under $2,000, how her business evolved from a single $500 service into multiple income streams, and why launching over 100 AI tools changed everything after she became a mom. Plus, she shares the brutally honest scripts she gives bridesmaids who can't afford to say yes, and what to say when a friendship gets expensive.

Jen reveals the real cost of raising a child in New York City, how she and her husband combined finances after their daughter was born, and what she's working toward affording next.

Use Ashley’s Wedding Budget to see the true cost of your wedding, compare venues and scenarios, and plan financially.

Get Jen’s new book, Finally the Bride and sign up for her Monday Pick Me Up newsletter!

Check out Ashley’s Money Club to join a community of women unabashedly going after their money goals.

Take this quiz to get a personalized Wealth Building Blueprint.

Ally Case has traveled to 58 countries and takes around 12 international trips a year. She's a content creator, part-time flight attendant, and the CEO of digital marketing agency Uppercase Media, which she runs with a team of five. In our very first episode, she sits down with me to break down how she actually affords the lifestyle.

Ally and I walk through exactly what she spent on her recent 8-day trip across Dubai, Abu Dhabi, Oman, and Qatar, the six income streams that fund the fabulous life she’s crafted and the trade-offs she had to make to get there. Plus, she shares how much she gets for free as a travel influencer and her favorite travel hacks the rest of us can use.

Ally reveals what’s changed about money in her relationship since getting engaged, the money visualization that drives her career, and why she considers her gold jewelry part of her investment portfolio.

Get the travel budget template Ally and Ashley use.

Connect with Ally on Instagram at @allycase1 and @uppercase.media, and on TikTok @allycase1.

Check out Ashley’s Money Club to join a community of women unabashedly going after their money goals.

Take this quiz to get a personalized Wealth Building Blueprint.

A first listen at How Do You Afford This?, launching this June. 👀

Ashley Feinstein Gerstley, CFP® and founder of The Fiscal Femme, sits down with real people and asks the question everyone's wondering - how do they actually afford their lives?

In season one, you'll hear from a content creator with five income streams, a bridesmaid-for-hire who pulled off her own wedding for under $2,000, an entrepreneur who designed a business that lets her live in Spain three months a year, a former CPA who left Deloitte to create her dream life (daughter in tow), and more.

Part voyeuristic. Part practical. Completely judgment-free.

Follow now so the first four episodes drop into your feed on launch day. 💸