Ep. 277 | How to Make Money When the Market Goes Down
What if retirement income didn’t depend on the market going up?
Most people are told the same thing: buy stocks, hold them, hope they rise, and try not to panic when the market drops.
Robby Hogle has a different plan.
Robby, founder of Vitality Trading and a former Goldman Sachs Vice President, joins Matt and Luigi to break down his Double Dipping Dividend Strategy, a method built around dividend-paying stocks and covered calls designed to create regular cash flow without turning investing into a full-time job.
This isn’t about chasing meme stocks or staring at six monitors all day. It’s about using boring companies, clear rules, and options in a way that can help investors generate income in up, flat, and even down markets.
🍸 What you'll hear in this episode:
Why “boring” dividend stocks can be a good thing
How covered calls can create extra monthly cash flow
Why Robby likes playing the role of the “insurance company”
How options can help reduce some downside risk
Why cash flow may matter more than watching your account balance
How the wheel strategy can help you buy stocks at prices you actually like
Why Robby wants at least 10 positions across different industries
When paying a financial advisor makes sense (and when it may not)
How Robby handled an IBM position after the stock dropped roughly 30%
The two stocks Robby likes right now for long-term income investors
👤 About Robby Hogle
Robby Hogle is the founder of Vitality Trading and a former Vice President at Goldman Sachs. He teaches investors how to use dividend stocks and options to build cash flow while keeping risk and time spent managing a portfolio in check.
Want to see how Robby runs the strategy?
Visit vitality-trading.com/liquid for Robby’s Liquid Lunch Project offer, including his Dividend Digest, access to a weekly member call, and an opportunity to speak with him one-on-one.
🔗 Links + Stuff
Instagram: https://www.instagram.com/robbyhogle/
LinkedIn: https://www.linkedin.com/in/robbyhogle1/
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💼 Need funding or working capital?
If today’s conversation raised questions about capital, cash flow, or financing options, you can schedule a conversation with our sponsor, Credit Banc.
Credit Banc helps business owners make sense of their options and move forward with a clear plan, without pressure or guesswork.
👉 Book a free 15-minute call here: https://tinyurl.com/3dh9vy86
📲 Connect with the hosts
Follow along for behind-the-scenes clips, commentary, and things that don’t make it into the episode.
• Matt Meehan: https://www.instagram.com/matthew.r.meehan
• Luigi Rosabianca: https://www.instagram.com/luigi_rosabianca
• The Liquid Lunch Project: https://www.instagram.com/theliquidlunchproject/
💬 One last thing
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Send them the episode. That’s how this show grows.
