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Personal Finance

Personal Finance

Stacking, Diversifiers and Responders

A very kind reader sent me the link to a paper aimed to show the wonders this portfolio: The portfolio for the apocalypse 😉 Simple and systematic. While there isn’t much to say about the portfolio first two component, I will summary here the tail hedging strategy: systematically purchase 10-delta Read more

By TheItalianLeatherSofa, 4 daysOctober 28, 2025 ago
Personal Finance

The Economics of Trust

When I started my career, my company sent a PDF to a bank. That PDF essentially said, “This person is trustworthy.” The next day, I picked up the phone and called someone I’d never met in another country. I told him I’d wire $200 million, and he’d wire me €195 Read more

By TheItalianLeatherSofa, 2 weeksOctober 20, 2025 ago
Personal Finance

Retirement Spending Rules

“How much income can I count on from my retirement savings?” With traditional pensions, defined benefit plans, becoming as rare as a good plumber, most of us are stuck figuring this out on our own. The math here is brutal. You don’t know how long you’ll live. You don’t know Read more

By TheItalianLeatherSofa, 3 weeksOctober 13, 2025 ago
Personal Finance

Model Portfolio Quarterly Update

In April 2022, I introduced on this blog The Italian Leather Sofa Model Portfolio. As a reminder, here is the portfolio composition: The idea behind the portfolio is stolen from here. The link offers the best explanation of what I think is the most common question related to it, i.e. why Read more

By TheItalianLeatherSofa, 4 weeksOctober 5, 2025 ago
Personal Finance

Why Your Brain Hates Good Investment Strategies

On social media, I read many critiques of managed futures strategies…also from people I consider intelligent. These posts got me thinking about a fundamental tension in investing: some of the strategies that work best mathematically are often the hardest to stick with emotionally. The Torture of Positive Skew Managed futures Read more

By TheItalianLeatherSofa, 1 monthSeptember 27, 2025 ago
Personal Finance

Pension Funds

Here’s what frustrates me about personal financial discourse: lads obsess over the flashy stuff while ignoring the issues that actually matter. Take this post, for example. It highlights a problem that should have everyone paying attention. Why? Every working person is forced to participate in some form of pension or Read more

By TheItalianLeatherSofa, 1 monthSeptember 20, 2025 ago
Personal Finance

FIRS – The FIRE Funds Wealth Builder ETF

I found this ETF reading Roger Nusbaum blog. When I first saw the name and website, I instantly dismissed it as a marketing stunt. But Roger continued to mention it, so one day I bit the bullet and dug more. INVESTMENT APPROACHThe Adviser allocates the Fund’s portfolio equally among four Read more

By TheItalianLeatherSofa, 2 monthsSeptember 11, 2025 ago
Personal Finance

Master of None

Four years ago, I wrote about something called the Family Office Strategy: basically, how to invest like you’re managing a university endowment or a billionaire’s money, even if you’re decidedly not a billionaire. The principles I outlined then still hold up. What’s been fascinating to watch is how the stock Read more

By TheItalianLeatherSofa, 2 monthsSeptember 1, 2025 ago
Personal Finance

The Italian Diaspora

There’s a story unfolding (mainly) across Europe that few want to talk about, but everyone can see if they look closely enough. It’s the story of educated young Italians packing their bags and leaving: not for a semester abroad or a gap year adventure, but permanently. And the twist? Almost Read more

By TheItalianLeatherSofa, 2 monthsAugust 25, 2025 ago
Personal Finance

Why the Math that looks Simple usually isn’t

We just got back from holidays, and I have a story that perfectly captures why so many of us make bad financial decisions while feeling completely rational about it. It’s about a rental car in Morocco, but really it’s about everything: how we think about money, ownership, and the hidden Read more

By TheItalianLeatherSofa, 3 monthsAugust 18, 2025 ago

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