What happens when a cautious saver is forced into entrepreneurship—and makes it work? Jessie Healy shares how she made her first million by combining smart property moves, a thriving digital agency, and a willingness to take calculated risks after being made redundant while seven months pregnant. From carrying Airbnb sheets across London to selling…

This week, Sim sits down in New York with real estate mogul and personal branding expert Ryan Serhant to uncover the exact strategies behind building a billion-dollar brand. From creating community to staying disciplined when motivation fades, Ryan shares hard-won lessons from his latest book Brand It Like Serhant. Whether you're just getting start…

This week, Sim breaks down the four hottest investing lessons from Warren Buffett’s 2024 shareholder letter and how you can apply them to grow your wealth. From ignoring political noise to investing beyond your home country, Sim shares simple, timeless strategies that even new investors can master. Tune in to learn why patient investing wins and ho…

This week, Sim breaks down the seven tiny money habits that quietly held her back from financial success — and the powerful mindset shifts that changed everything. From learning to say no, to avoiding generational wealth traps, and finally realising the importance of budgeting (no matter your income), this episode is packed with real, relatable ins…

This week, Sim shares how she made $50,000 in one day from the stock market by following five timeless Warren Buffett investing principles—no day trading, no gambling, just patient and consistent index fund investing. She breaks down powerful lessons like being greedy when others are fearful, buying what you understand, and why investing in yoursel…

This week, Sim sits down with Sahil Bloom to explore the five types of wealth beyond just money—time, social, mental, physical, and financial. From leaving a high-paying private equity job to redefining what it means to live a rich life, Sahil shares actionable insights on building a fulfilling life by your own definition. If you're ready to escape…

Welcome to Millionaire Diaries, where Sim chats with millionaires from the Girls That Invest community to uncover the secrets behind their success! Get ready to dive into their stories as they reveal how they turned their dreams into millions. From childhood influences to career strategies and investment insights, join us as we explore their journe…

This week, Sim breaks down how Chipotle went from a PR disaster and a 50% stock crash to a 5,000% comeback, thanks to the right CEO. She unpacks what went wrong with multiple food safety scandals, how a new leadership strategy completely transformed the company, and what smart investors should look for in a leadership team. If you’ve ever wondered …

This week, Sim takes a step back and shares everything she wishes she knew when she started her investing journey. From making her first $300 investment to building a million-dollar portfolio, Sim breaks down five powerful lessons for beginner investors—including why boring investing is better, how to handle individual stocks, and why overconfidenc…

This week, Sim and Vivian Tu, also known as Your Rich BFF, dive into a transformative discussion on moving from a scarcity mindset to financial empowerment. As a first-generation immigrant, Vivian shares her journey through unique financial challenges and the pressure of generational promises, revealing how she embraced abundance and financial lite…

This week, Sim dives into the four stocks top analysts say are built to last, including one obvious pick and three surprising ones. She breaks down why companies like Rentokil Initial, Taiwan Semiconductor Manufacturing, Berkshire Hathaway, and Coloplast are long-term winners, sharing key insights on their market position, competitive advantages, a…

This week, Sim dives into the five smartest investments every woman should make to build long-term wealth and financial security. From investing in yourself and negotiating a higher salary to owning real estate, growing your stock portfolio, and leveraging networking for career success, these are the game-changing moves that can set you up for life…

Welcome to Millionaire Diaries, where Sim chats with millionaires from the Girls That Invest community to uncover the secrets behind their success! Get ready to dive into their stories as they reveal how they turned their dreams into millions. From childhood influences to career strategies and investment insights, join us as we explore their journe…

This week, Sim shares 10 small but powerful money habits that helped her go from financial stress to building real wealth with ease. She spills the tea on negotiating bills, reinvesting dividends, deleting shopping apps, and using LinkedIn to increase your salary, all without extreme budgeting or 5 AM wake-ups. If you're ready to level up your fina…

This week, Sim sits down with Jackie Cummings Koski, a self-made millionaire who went from growing up in poverty to achieving financial independence and retiring early. Jackie shares the exact strategies she used to build wealth, including maximizing retirement accounts, investing in index funds, and overcoming financial setbacks like divorce. Tune…

This week, Sim hosts a Q&A session reflecting on personal milestones, including reaching 5,000 YouTube subscribers, and shares insights on balancing life responsibilities, cultural expectations, and financial independence. The conversation covers favourite investment books, the importance of starting to invest at any age, and the significance of de…

This week, Sim breaks down the five key ways to stop chasing fake wealth and start building real financial freedom. From understanding the hidden privilege behind wealth to working smarter, not harder, she shares practical steps to shift your money mindset and grow lasting wealth. If you've ever felt stuck in the cycle of comparison and financial s…

Welcome to Millionaire Diaries, where Sim chats with millionaires from the Girls That Invest community to uncover the secrets behind their success! Get ready to dive into their stories as they reveal how they turned their dreams into millions. From childhood influences to career strategies and investment insights, join us as we explore their journe…

This week, Sim breaks down her 10 sources of income, from her 9-to-5 as an optometrist to building passive income streams like rental properties and royalties. Sharing real numbers and lessons learned from ages 15 to 28, she explores which income streams are worth your time and which ones she wouldn’t recommend. Tune in for honest insights on how t…

This week, Sim shares her top five takeaways from reading over 50 must-read investing and money books, including Andrew Wilkinson's Never Enough and Felix Dennis's How to Get Rich. From the "buy, don't build" philosophy to embracing risks while young, this episode is packed with practical advice, surprising insights, and inspiring stories to help y…

This week, Sim reveals her three-step plan to make 2025 your wealthiest year yet. From the Friendship Circle Method for building a balanced investment portfolio to the Give Him a Chance Method for long-term investment success, and the Burn Book Method to avoid risky financial pitfalls, Sim shares actionable strategies to set yourself up for financi…

This week, Sim shares her journey to becoming a millionaire by 30, revealing the practical strategies, mindset shifts, and lessons she learned along the way. From starting side hustles and cutting costs strategically to investing wisely in index funds and building businesses, Sim unpacks the actionable steps that led to her $2M+ net worth. Tune in …

Welcome back to Girls That Startup, a weekly series where we spill the tea on how to create a seven-figure side hustle - because no one saves their way to wealth. You’re joined by Sim, a seven-figure business owner, and Maia, an entrepreneur in the making. This week, Sim and Maia discuss the transition from employee to entrepreneur, emphasising the…

This week, Sim & Maia dive deep into the investment allure of the tech giants known as the Magnificent 7. They explore the pivotal role these companies play in the stock market and discuss the balance between high risk and high reward in investing in such titans. Through their engaging banter, they shed light on the importance of adaptability, fina…

Welcome back to Girls That Startup, a weekly series where we spill the tea on how to create a seven-figure side hustle - because no one saves their way to wealth. You’re joined by Sim, a seven-figure business owner, and Maia, an entrepreneur in the making. This week, Sim and Maia dive into four high-impact side hustle ideas that can generate $1,000…

This week, Sim and Maia dive into investment truths they wish they knew in their 20s, debunking the myth that more risk means more reward. They emphasise the importance of investing in what you understand and not letting losses feel personal. Plus, they share how consuming too much investing news can lead to poor decisions and why sometimes luck pl…

Welcome back to Girls That Startup, a weekly series where we spill the tea on how to create a seven-figure side hustle - because no one saves their way to wealth. You’re joined by Sim, a seven-figure business owner, and Maia, an entrepreneur in the making. This week, Sim and Maia discuss the intricacies of leadership and navigating change within a …

This week, Sim and Maia dive into the three most profitable companies of 2024, breaking down how Mastercard, Visa, and Nvidia dominated with their high profit margins. They explore how licensing, low operational costs, and strategic R&D propelled these giants to financial success. Tune in to uncover what investors can learn from their winning strat…

Welcome back to Girls That Startup, a weekly series where we spill the tea on how to create a seven-figure side hustle - because no one saves their way to wealth. You’re joined by Sim, a seven-figure business owner, and Maia, an entrepreneur in the making. This week, Sim and Maia explore the three key elements of building a sustainable business: a …

This week, Sim and Maia break down the top-performing stocks of 2024, revealing surprising names like Gene DX, TSS Inc., and Synergy CHC that soared to quadruple-digit returns. They explore what fueled these gains, from AI-driven innovation to strategic rebrands, and discuss why it's nearly impossible to predict these outcomes. Tune in for a fun an…

Welcome back to Girls That Startup, a weekly series where we spill the tea on how to create a seven-figure side hustle - because no one saves their way to wealth. You’re joined by Sim, a seven-figure business owner, and Maia, an entrepreneur in the making. This week, Sim and Maia discuss how to grow your online business presence while maintaining p…

This week, Sim and Maia explore the world of luxury handbags as investments, diving into how iconic bags like the Hermes Birkin and Chanel Classic Flap can outperform traditional investments like the S&P 500. They share why exclusivity, limited supply, and the rise of resale platforms make certain luxury goods valuable assets. Plus, they break down…

Welcome to Millionaire Diaries, where Sim chats with millionaires from the Girls That Invest community to uncover the secrets behind their success! Get ready to dive into their stories as they reveal how they turned their dreams into millions. From childhood influences to career strategies and investment insights, join us as we explore their journe…

Welcome back to Girls That Startup, a weekly series where we spill the tea on how to create a seven-figure side hustle - because no one saves their way to wealth. You’re joined by Sim, a seven-figure business owner, and Maia, an entrepreneur in the making. This week, Sim and Maia tackle the ups and downs of business breakthroughs and plateaus as th…

This week, Sim welcomes Jenny Stojkovic, founder of Joyful Ventures, for a conversation about breaking barriers in the VC world. They explore Jenny's journey from a small-town upbringing to launching a $23 million climate innovation fund while staying unapologetically true to herself. From insights into female-led investments to the untapped potent…

Welcome back to Girls That Startup, a weekly series where we spill the tea on how to create a seven-figure side hustle - because no one saves their way to wealth. You’re joined by Sim, a seven-figure business owner, and Maia, an entrepreneur in the making. This week, Sim and Maia explore the inspiring journey of Diane Hendricks, the richest self-ma…

This week, Sim and Maia dive into the impact of falling interest rates on investments, exploring how bonds and real estate funds can thrive in a low-rate environment. They break down the basics of high-interest bonds and real estate investment trusts (REITs), making it easy to understand how to diversify your portfolio. Whether you’re curious about…

Welcome back to Girls That Startup, a weekly series where we spill the tea on how to create a seven-figure side hustle - because no one saves their way to wealth. You’re joined by Sim, a seven-figure business owner, and Maia, an entrepreneur in the making. This week, Sim and Maia share their hot takes on which businesses they'd never buy—even if th…

This week, Sim and Maia break down the essentials of setting up a trust to protect your wealth and secure your assets. They discuss why trusts aren't just for the ultra-wealthy, but a smart strategy for anyone looking to safeguard their home, business, or other investments from potential lawsuits, taxes, or disputes. Tune in to learn how trusts wor…

Welcome back to Girls That Startup, a weekly series where we spill the tea on how to create a seven-figure side hustle - because no one saves their way to wealth. You’re joined by Sim, a seven-figure business owner, and Maia, an entrepreneur in the making. This week, Sim and Maia dive into the essentials of balancing business finances, sharing stra…

This week, Sim and Maia dive into the topic of achieving early retirement through real estate in 2024. They explore how rental income and capital gains from property investments can create passive income streams, potentially leading to a "trust fund life" without a trust fund. From understanding yields to ethical investing in non-residential proper…

Welcome to Millionaire Diaries, where Sim chats with millionaires from the Girls That Invest community to uncover the secrets behind their success! Get ready to dive into their stories as they reveal how they turned their dreams into millions. From childhood influences to career strategies and investment insights, join us as we explore their journe…

Welcome back to Girls That Startup, a weekly series where we spill the tea on how to create a seven-figure side hustle - because no one saves their way to wealth. You’re joined by Sim, a seven-figure business owner, and Maia, an entrepreneur in the making. This week, Sim and Maia dive into quarterly planning and share how tracking KPIs can transfor…

This week, Sim and Maia discuss the concept of a "low-buy year" and explore strategies for managing spending without strict deprivation. From setting realistic financial boundaries to sharing their personal rules for cutting back on expenses, they offer actionable tips to help listeners reach their savings goals in 2025. Tune in to learn how to ali…

This week, Sim and Maia dive into how to spot companies before they become huge, using Nvidia as a prime example of early investment success. They share three key strategies for identifying future winners, from analyzing research papers on emerging trends to evaluating market growth potential and university-backed innovations. Tune in to learn how …

Welcome back to Girls That Startup, a weekly series where we spill the tea on how to create a seven-figure side hustle - because no one saves their way to wealth. You’re joined by Sim, a seven-figure business owner, and Maia, an entrepreneur in the making. This week, Sim shares the key to long-term success in business, entrepreneurship, and investi…

This week, Sim and Maia dive into whether it's smarter to invest in European markets or stick with the US market. They compare the performance of the S&P 500 and Europe's leading stock indices, highlighting how the US has outperformed in recent years, while European markets offer diversity, sustainability, and better dividend yields. Tune in to exp…

Welcome back to Girls That Startup, a weekly series where we spill the tea on how to create a seven-figure side hustle - because no one saves their way to wealth. You’re joined by Sim, a seven-figure business owner, and Maia, an entrepreneur in the making. This week, Sim and Maia dive into how to manage stress and work-life balance while running su…

This week, Sim and Maia dive into the presidential election cycle theory and its impact on stock market performance. They break down historical data to reveal how U.S. elections affect global markets and what this means for investors. Tune in to learn if the theory holds true and how political shifts can influence your investment strategy. For more…

Welcome back to Girls That Startup, a weekly series where we spill the tea on how to create a seven-figure side hustle - because no one saves their way to wealth. You’re joined by Sim, a seven-figure business owner, and Maia, an entrepreneur in the making. This week, Sim and Maia share actionable tips on becoming a confident public speaker. Sim ref…