The Penny & The Pint

Welcome back to The Penny & The Pint ! After a long haul up to Portland, Maine, for the Firecracker Baseball Classic, John and Brendan are back in the South Baltimore studio. They kick things off by commiserating over the pure chaos of mid-summer youth sports parenting—navigating 100-degree heat, managing U13 All-Star rain delays on zero sleep, and running home to iron on uniform patches. They...

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, "M...

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 te...

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 R...

In this episode of The Penny & The Pint , the "Old Irish Guys" John Shea and Brendan O'Brien are back at the wheel to deliver part two of their series, Net Worth and Old School Thrills . Recorded on a Thursday afternoon following a long lunch and a couple of pints of "podcast oil" at a South Baltimore local favorite, the guys dive into the thrilling art of doing absolutely nothing: the buy-and...

In this episode of The Penny & The Pint , the "Old Irish Guys" John and Brendan kick off their brand-new series, Net Worth and Old School Thrills . While the modern stock market loves to chase flashy tech, high-voltage trends, and AI hype, the guys are bringing it back to the foundational, tried-and-true wealth builders that often get overlooked: Dividends! Before diving into the financials, t...

In this episode of The Penny & The Pint, the "Old Irish Guys", John and Brendan, wrap up their mini-series, Net Worth and Mental Ills. Recording live on a Wednesday before a major family flight, the guys start things off by addressing the fallout from last week's unresolved debate before diving headfirst into the final cognitive traps that derail long-term wealth. This week, the focus turns to...

(00:00) - Show Intro (00:21) - Back In Studio (01:38) - The Uncut BLT Mystery (04:42) - Email The Verdict (06:37) - Episode Three Preview (08:00) - Loss Aversion Explained (08:43) - Anchoring Bias Trap (09:27) - Endowment Effect Attachment (10:14) - Ghost Of Lucent (12:46) - Dot Com Crash Lessons (19:01) - Diversify Or Die (20:11) - Wrap Up And Call In In this episode of The Penny & The Pint,...

In this episode of The Penny & The Pint , the "Old Irish Guys"—John and Brendan—suit up in their best "aesthetic" quarter zips to discuss the psychological forces that drive market manias. From the 17th-century Tulip craze to modern-day viral TikTok trends and Stanley tumblers, the guys break down why our biological drive to follow the herd can lead to financial disaster. Recorded at their Whe...

In this episode of The Penny & The Pint , the "Old Irish Guys"—John and Brendan—launch their brand-new series: Net Worth & Mental Ills . While they usually enjoy some "podcast oil" (Guinness) during their chats, today they’re staying sharp to tackle the psychological hurdles of behavioral finance. Recorded at their studio on Wheeling Street, the guys break down how our own brains can lead...

In this episode of The Penny & The Pint , the "Old Irish Guys"—John and Brendan—graduate from the basics to the heavy hitters of estate planning. They dive into the essential documents every adult needs to protect their assets and their loved ones, moving beyond "Adulting 101" tasks like paying rent to the critical world of Wills, Trusts, and Directives. Whether you're just starting to build y...

In this episode of The Penny & The Pint , the "Old Irish Guys"—John and Brendan—pour a couple of pints of Guinness and dig deeper into the world of individual retirement accounts. Following their look at workplace plans, they break down the critical differences between Traditional and Roth IRAs, helping you decide whether to "pay the tax man" now or later. From the history of the IRA to "backd...

In this episode, the "Old Irish Guys"—John and Brendan—shake off the winter snow and welcome the signs of spring in South Baltimore. Inspired by the upcoming 70th anniversary of the South Baltimore Little League, they dive into the essentials of employer-sponsored retirement plans. From the basic mechanics of a 401(k) to the "secret" benefits of the SECURE Act 2.0, the guys break down how to stop...

In this episode of The Penny & The Pint , the "Old Irish Guys" - John and Brendan discuss why it’s never too early (or too late) to start thinking about retirement. After a chance encounter with a local South Baltimore legend, the guys are inspired to break down the mechanics of 401(k)s, the power of company matches, and why "beer money" shouldn't stand in the way of your future wealth. Whethe...

In this episode of The Penny & The Pint, John Shea and Brendan O’Brien (the “Old Irish Guys”) continue their Net Worth & Chill series by tackling the "heavy" but essential topic of financial safety nets. While discussing New Year’s resolutions and the creative "February solution," the guys dive into the building blocks that help you sleep at night: emergency funds, insurance policies, and...

In this episode of the Penny & the Pint , John Shea and Brendan O’Brien (the "Old Irish Guys") take a break from the "Net Worth and Chill" series to host some absolute royalty in the world of finance. Using a little imagination and a lot of wisdom, the guys "bring in" investment legends Peter Lynch and John Bogle to discuss the best ways for regular families to build long-term wealth. Before g...

Pull Up a Stool for the Penny & the Pint , hosts John Shea and Brendan O’Brien—the "Old Irish Guys"—introduce a podcast designed to help you stop guessing about your finances and start stacking the building blocks of real wealth. Delivered in digestible, 10-minute "shots," this show brings over 60 years of combined financial services experience to the neighborhood. A Neighborhood Resource John...

In the third installment of Penny & the Pint , John Shea and Brendan O’Brien (the "Old Irish Guys") dive back into the "Net Worth and Chill" series to move from gathering data to taking action. This week is all about playing "defense" by tackling the debt that stands between you and your financial dreams. Local Flavor: Civic Duty and Community Surprises The hosts share a laugh about running in...

In the second installment of Penny & the Pint , John Shea and Brendan O’Brien (the "Old Irish Guys") celebrate some big Baltimore news—the hiring of the Orioles' 42nd manager, Craig Albernaz. Taking a cue from the "ultimate answer to everything" in Hitchhiker’s Guide to the Galaxy , the guys dive back into the "Net Worth and Chill" series to help you find the ultimate answers for your financia...

In the inaugural episode of Penny & the Pint , John Shea and Brendan O’Brien (the "Old Irish Guys") introduce their mission: filling the gap in the financial podcast space with 60 years of combined expertise, delivered in digestible, 10-minute shots. A Resource for Baltimore and Beyond John and Brendan aim to be a neighborhood resource, serving folks from Canton to Federal Hill to Locust Point...