"How Do I Know If It’s the Right Time to Start My Own Business?"
"How Do I Know If It’s the Right Time to Start My Own Business?"  
Podcast: Help Wanted
Published On: Tue Mar 25 2025
Description: How do you really know when it’s the right time to leave your job and bet on yourself? Today’s caller, Bryan, was asking himself this question— before life made the decision for him. To dig into this moment so many aspiring entrepreneurs face, Jason is joined by Jenny Wood, former Google executive and author, who’s navigated this moment herself. Together, Jason and Jenny share the real questions you need to ask yourself before walking away from a steady paycheck—and how to know if you’re truly ready to start your own thing. Order Jenny's book Wild Courage, out now, here! All investing involves the risk of loss, including loss of principal. Brokerage servicesbrya for US-listed, registered securities, options and bonds in a self-directed account are offered by Open to the Public Investing, member FINRA & SIPC. Public Investing offers a High-Yield Cash Account where funds from this account are automatically deposited into partner banks where they earn interest and are eligible for FDIC insurance; Public Investing is not a bank. Cryptocurrency trading services are offered by Bakkt Crypto Solutions, LLC (NMLS ID 1890144), which is licensed to engage in virtual currency business activity by the NYSDFS. Cryptocurrency is highly speculative, involves a high degree of risk, and has the potential for loss of the entire amount of an investment. Cryptocurrency holdings are not protected by the FDIC or SIPC. Treasury accounts offering 6 months T-Bills are offered by Jiko Securities, Inc.,member FINRA & SIPC. Securities in your account are protected up to $500,000. For details: www.sipc.org. Banking services and the Bank Accounts are provided by Jiko Bank, a division of Mid- Central National Bank. For U.S. Investments in T-bills: Not FDIC Insured; No Bank Guarantee; May Lose Value. Treasuries risk disclosures, see https://jiko.io/docs/treasuries_risk_disclosure.pdf. See public.com/#disclosures-main.