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The Penny & The Pint

The Penny & The Pint

Written by: Old Irish Guys Financial
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The Penny & The Pint is a financial podcast hosted by John Shea and Brendan O’Brien, known as the "Old Irish Guys". Drawing on over 60 years of combined experience in financial services, the hosts aim to help listeners stop guessing about their finances and start building real wealth. The show is designed to be a community resource for the South Baltimore neighborhood, featuring short, 10-minute episodes that balance local news and sports with high-level, actionable financial advice. Each episode typically includes two segments: "Local Flavor," which discusses current events in Baltimore, and a "Financial Deep Dive," which provides two or three practical steps listeners can apply immediately to their lives.Copyright 2026 All rights reserved. Economics Personal Finance
Episodes
  • My Roman Empire & 530A IRA Savings Accounts
    Jul 2 2026

    Welcome to The Penny and the Pint! John and Brendan are officially on summer vacation this week, but they couldn’t slip away to the pub without leaving you with a little suspense. In this quick teaser episode, the guys pop in to wet your whistles and preview a brand-new upcoming series that will give you something new to obsess over.

    They announce the launch of their next finance-based series, "My Roman Empire." To kick it off, John and Brendan drop a quick 411 on a brand-new type of savings vehicle—530A IRA Savings Accounts—which are dropping this July 4th. The guys promise to give you the absolute skinny on how these accounts work and deliver a highly anticipated update on "sandwich gate" when they return next week.


    In This Episode, You’ll Learn:

    • The New Series: What to expect from the upcoming My Roman Empire segments.
    • 530A IRA Accounts: A sneak peek at the new savings accounts launching on July 4th.
    • What's Next: When the guys are bouncing back with full episodes to help you down your financial path.

    Contact & Resources

    • Visit us online: www.oldirishguysfinancial.com
    • Send us your portfolio questions: info@oldirishguysfinancial.com
    • Catch up on the series: thepennythepint.transistor.fm
    Show More Show Less
    3 mins
  • The "Hidden" Discounts: Value Investing, SpaceX Math, and Why Fundamentals Still Matter
    Jun 25 2026

    With the trading floors quiet for the holiday, it's the perfect time to tune out the daily market noise and focus on what actually lasts. In this "Old School Thrills" segment, John and Brendan skip the hype surrounding hyper-growth tech stocks and return to a time-tested classic: Value Investing.

    They break down what it actually means to look for well-run, blue-chip companies that have fallen temporarily out of favor, providing investors with a crucial margin of safety. Using a hilarious, AI-generated hypothetical breakdown, they contrast the S&P 500's current price-to-earnings (P/E) multiple against the astronomical valuation metrics of high-fliers like SpaceX by applying them to a neighborhood lemonade stand.

    Finally, the guys tackle the Efficient Market Hypothesis, discuss how human emotion and "heightened pessimism" create massive market inefficiencies, and share a practical, free tip on how to use Yahoo Finance to screen for solid companies trading at 52-week lows.


    In This Episode, You’ll Learn:

    • Why value investing isn't about buying lousy companies, but finding premium brands at a discount.
    • How P/E (Price-to-Earnings) multiples work, and what happens when you apply hyper-growth tech valuations to a standard small business.
    • The battle between the Efficient Market Hypothesis and real-world human psychology.
    • How to avoid FOMO (Fear of Missing Out) so you aren't the last one left at the high-flying stock party.
    • A quick trick for using 52-week low lists to find hidden stock market bargains.

    Contact & Resources

    • Visit us online: www.oldirishguysfinancial.com
    • Send the team your portfolio questions: info@oldirishguysfinancial.com
    • Catch up on the series: thepennythepint.transistor.fm
    • (00:00) - Show Intro and Banter
    • (00:43) - Juneteenth Motivation
    • (01:47) - Demotivational Slogans
    • (02:45) - Pub Plans and Break
    • (03:31) - Old School Thrills Setup
    • (03:55) - Value Investing Basics
    • (05:20) - PE Ratios Lemonade Stand
    • (07:12) - Efficient Markets and Emotion
    • (09:08) - Finding Value 52 Week Lows
    • (11:45) - FOMO Parties and Wrap Up
    Show More Show Less
    14 mins
  • Net Worth & Old School Thrills: Zigging, Zagging, and the Only Free Lunch in Finance
    Jun 18 2026

    In this episode of The Penny & The Pint, the "Old Irish Guys" are back at the wheel and freshly returned to their South Baltimore studio following a weekend trip to Ocean City with half the neighborhood. Before diving into the numbers, John and Brendan recap the Shea kids' continuing "world domination tour" at the beach soccer tournament, where Nora’s team took home the bracket hardware and Ryan’s team finished as runners-up. Brendan also laments his slow, concrete-bound running pace and can't imagine trudging through hot sand on his arthritic, "old man disease" knees.

    Turning their attention to the markets, the guys dive into the third installment of their Net Worth and Old School Thrills series to explore that time-honored financial chestnut: diversification. While nobody is standing over a short putt on the 17th hole bragging about their 9% emerging markets allocation, the guys break down why finding assets that zig when others zag is the ultimate, Nobel Prize-winning strategy for lowering risk without destroying long-term returns.

    In this episode, we cover:

    • The Tesla White-Knuckle Ride: A look at how even wildly successful individual stocks carry immense volatility. Case in point: over the last 10 years, Tesla has dropped by more than 40% nine separate times, including one stomach-churning plunge of over 75%.
    • The Three-Headed Asset Monster: Why owning a home, holding cash in the bank, and maintaining a stock portfolio means you are already running a beautifully diversified, low-correlation baseline strategy.
    • Modern Portfolio Theory & The Efficient Frontier: Channeling the "quant geeks and stat heads," Brendan breaks down Harry Markowitz’s 1952 Nobel Prize-winning work on standard deviation and baseline risk-versus-return graphing.
    • The Only Free Lunch in Finance: Why diversification stands alone as the single strategy in the financial universe that lets you mitigate severe portfolio volatility without forcing you to sacrifice your expected long-term gains.
    • Debunking Old School Allocation Rules: A critical look at the "Rule of 110" (subtracting your age from 110 to find your equity percentage). The guys explain why this math is dangerously outdated for modern life expectancies and why starting at 120 might keep you from draining the bottom of your bucket in retirement.
    • Skewed Rebalancing & The Golden Portfolio Size: Actionable advice on shifting rebalancing thresholds to annual or semiannual checks. Plus, why individual stock pickers should cap their portfolios between 20 to 30 well-chosen stocks to capture 90% of diversification's benefits without turning portfolio management into an onerous, 50-stock full-time job.


    Contact & Resources

    • Visit us online: oldirishguysfinancial.com
    • Email your portfolio questions: info@oldirishguysfinancial.com
    • Catch up on the series: thepennythepint.transistor.fm

    Diversification isn't the flashiest topic on the fairway, but it's the ultimate silver bullet to protect your portfolio while keeping your wealth moving forward. As the guys say: here's to buying right, sitting tight, and never checking your investment apps on a Friday night. See you at the pub!

    • (00:00) - Welcome to the Show
    • (00:22) - Ocean City Recap
    • (01:28) - Sand and Dad Jokes
    • (01:59) - Diversification Teaser
    • (03:09) - Why Diversify Matters
    • (04:26) - Volatility and Tesla
    • (06:00) - Asset Classes and Correlation
    • (07:24) - Modern Portfolio Theory
    • (09:59) - Rule of 110 Allocation
    • (11:21) - Rebalancing Guidelines
    • (12:52) - International and ETFs
    • (13:47) - Stock Portfolio Size
    • (14:43) - Key Takeaways and Wrap
    Show More Show Less
    17 mins
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