AJ Bubb on Real Estate Investing, Innovation Strategy & Wealth Management for Entrepreneurs | Modern Investing Podcast

Message the HostIn this episode, we’re joined by AJ Bubb, fractional product and innovation leader, former CTO of Lion Rocket Entertainment, and experienced real estate investor—to explore what it takes to invest and build with confidence during challenging market conditions.AJ shares:How he live-streamed a 25,000-person NASA event from a remote airfield—and what it taught him about innovation under pressureHis transition from tech to active real estate investing, and why he prefers profitable assets over fixer-uppersAdvice for entrepreneurs managing post-exit wealth, including developing a personal investment philosophyThe importance of having a trusted, local network when investing in out-of-state marketsWhy rapid but calculated decisions—and clarity on risk tolerance—are crucial for wealth preservation and growth“Have a playbook, know your edges, and don’t chase deals that don’t match your risk profile.”This episode is a must-listen for business owners, founders, and investors who want to level up their thinking around wealth, risk, and execution—especially in volatile times.About AJ Bubb:AJ Bubb is a fractional product and innovation leader with a rare blend of experience across technology, entertainment, and real estate investing. Formerly the CTO of Lion Rocket Entertainment, AJ led large-scale, cutting-edge projects—including coordinating with NASA JPL to broadcast live from remote field locations.Now, AJ helps entrepreneurs and operators scale their impact and strategically invest across asset classes. He specializes in identifying pragmatic, cash-flowing real estate opportunities and provides a grounded perspective on managing wealth in uncertain environments. AJ is known for bridging bold vision with disciplined action—making him a sought-after advisor for those navigating transitions, exits, and long-term wealth planning.Click Here to Check Out Our Upcoming Online Investing EventsAbout Sidepocket:If you don't have the time to professionally trade and are tired of being at the whim of the market's ups and downs, consider using Sidepocket to automate investing.Sidepocket monitors the markets 24/7 and automatically rebalances your holdings each month. To maximize returns while protecting against loss. That's why Sidepocket applies sophisticated quantitative methods, including tactical asset allocation to systematically minimize these drawdowns and consistently protect and grow your hard earned savings.To learn more, visit www.sidepocket.com