Shinobu Hindert, a Certified Financial Planner and money expert, talks about her book 'Investing is Your Superpower' and the changing relationship between money and women. She discusses the importance of building a strong financial foundation, the benefits of budgeting, and how to pick the right investment strategy. The chapter also explores the role of financial advisors and the importance of financial education for new investors.

Ashley Kehr and Tony J. Robinson, experts in real estate investing, discuss the Airbnb market, different types of partnerships, imposter syndrome, finding real estate partners, and the pros and cons of having a partner in this entertaining podcast.

Kevin Dahlstrom, known for his viral Twitter thread on how to lead a great life, shares his insights with Patrick Donley. Topics include the importance of minimalism and a low burn rate, calculating how much money you'll need for your ideal life, smart money moves, and three behaviors to stay ahead. They also discuss embracing lifelong learning, making bold moves, and choosing happiness and positivity.

Serial entrepreneur Mike Michalowicz discusses entrepreneurship and marketing tactics, including the value of having no money or experience, why a business plan is a waste of time, and the importance of being different to stand out. They also explore the concept of the 'power of broke' and share strategies for launching a new business and acquiring the first client.

Paul Andreola, a successful investor, shares his discovery system for microcap stocks, focusing on undiscovered Canadian businesses. Topics include the importance of holding onto winners, the discovery process, financing, and identifying inflection points. They also discuss manual filings analysis, evaluating businesses based on earnings and competitive advantages, the growing interest in nano caps and micro caps, institutional investor interest and risks, concentrated investing, and the concept of averaging up investing.

Kelly Lannan, Vice President of the Young Investors at Fidelity Investments, discusses topics such as student loan debt, budgeting, evaluating job offers, and starting to invest. They also explore the increase in retail investors, how the pandemic affected young adults' mindset, unique challenges faced by young adults, and the differences between Gen Z and Millennials in their approach to money and investing.

Chris Hutchins, an expert in life hacking, financial optimization, and podcasting, joins the podcast. They discuss building and selling companies to Google and Wealthfront, life hacking, optimizing credit card rewards, and personal finance tools.

Ben Wolff, Co-founder of a $65 million fund in experiential hospitality real estate, discusses his strategy of building a diverse 'unique stays' portfolio. He talks about his experience in the Airbnb/STR market, handling the pandemic fallout, finding land for development, raising money, and building a direct booking engine. Ben shares his thoughts on career decisions, influential books/people, and team building. He also gives insights into his new project in Texas and shares what an average day looks like for him.

Former Bridgewater Associates intern, Daniel Rasmussen, discusses the impact of his internship, building a balanced portfolio, and more. Topics include asset class performance during inflation, the potential of small-cap value stocks, diversifying into international stocks, and why to avoid investing in China.

Entrepreneur Connor Gross shares strategies for generating cash flow with online businesses and investing in physical assets like real estate. Topics include the current state of self-storage deals, the importance of unlevered yield on cost, the impact of interest rates on real estate portfolios, the e-comm business model, starting an e-comm business, and getting the first customers. They also discuss strategies for buying and improving self-storage facilities, understanding e-commerce as a business model, entering a market with little competition, and the power of compound efforts.