
Rise &Grind
🧟 Pensions resurrected
Good morning and happy Sunday. Ask a 25-year-old what a pension is, and you might get a blank stare. That’s about to change (opens in a new tab). A small but growing number of employers are reviving the once-dead benefit, and newer plans are built to avoid the funding crisis that nearly killed them off in 2008. Add union pressure and a tight labor market, and pensions are a useful recruiting tool again. Fewer than 10% of private-sector workers have a pension today, down from 30% in 1988, but the scoreboard’s now moving in the right direction.
Today's edition brings you a varied slate of reads:
- Asset holders get tax breaks: Buy, borrow, die can defer or erase capital gains
- TIPS beat inflation: Real yields above 3% give retirement portfolios more breathing room
- Aeroplan gets pricier: Higher fees make the card a tougher sell beyond Air Canada loyalists
We've risen. Now, let's grind.
Top Idea

It’s Property > People: How the US Tax System Rewards Asset Holders Through “Buy, Borrow, Die” and Other Tax Glitches
Most Americans make their living working a job, and they pay a large share of America's taxes — effectively carrying the country's budget (opens in a new tab) on the backs of working families.
At the same time, America’s wealthiest (think: centi-millionaires and billionaires) are playing by a very different set of rules that help them stay rich while reporting very little income.
Folks on both sides of the political aisle have called out the clear "unfairness" of the tax system. Taxes have fallen for over 70 years, but you might not have noticed if you’re an average worker, because your taxes have actually gone up.
Preferential treatment for those who need it least: In recent weeks, we’ve been tackling big tax topics — how the system works, why it doesn’t work, and what to do about it. Conveniently, the US is now facing pressures over the sustainability of its tax regime (opens in a new tab). Despite these budget problems, President Donald Trump just proposed even more tax cuts that would help a group that already gets unusually good treatment: property owners. Their capital grows through a strategy known as "buy, borrow, die."
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Property > people (buy): Owning property — things like homes, stocks, and bonds — is taxed at lower rates than the wages that workers pay through payroll taxes and regular income tax.
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Assets give you leverage (so borrow): Wealthy people aim to avoid taxes — or defer them for as long as they can — so instead of selling assets that have gone up in value (which would trigger a tax bill), they borrow against those assets instead.
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It’s never been more profitable to (die): Once the owner dies, their assets get a fresh start through something called a "step-up in basis," effectively resetting the purchase price for their heirs and wiping out the gains built over the owner's lifetime.
The Move Costing Us Trillions
“Buy, borrow, die” shows how the tax system favors people who own assets over people who work for a living. And even though you won't be around to enjoy the last step yourself, you can still make this system work for your family — just probably not on the same scale as billionaires.
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Do the buying and borrowing: You have your whole life to build a portfolio, buy a house, and enjoy the benefits along the way.
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Plan now, not later: Most Americans don't have a formal estate plan (like a will or trust), so getting your assets in order and naming your beneficiaries is essential.
Then it passes on for crumbs: When you die, your assets that have gone up in value get reset, and your gains disappear for tax purposes as they pass to the next generation. For example, say you bought $400K of stock in a taxable account, and it grew to $1M by the time you died. Your heir's basis (the value used to calculate future taxes) gets reset to $1M — the gain is wiped out. The same applies to your home, where the step-up in basis resets the capital gains amount.* (Of course, there are exceptions — estates of a certain size are subject to a different set of taxes, but this only affects a few thousand Americans per year.)*
Sponsor
Am I at risk if the AI bubble pops?
Major AI labs are going public. Research firms are warning about an AI bubble. And there's no shortage of comparisons to the dot-com bubble.
- Spending disconnect: Companies are investing huge sums in infrastructure much faster than their profits are growing, raising concerns about whether this spending can pay off long-term.
- Token deflation: Record-low token prices signal intense competition, which benefits users but threatens to squeeze providers' profit margins and pricing power.
- Underwriting risks: Questions about organic demand persist, as some industry leaders like Nvidia are reportedly financing their own customers to artificially sustain growth.
Here's what we're asking Finks to prepare:
Wealth Planning
How to Shield Your Retirement Savings From Inflation
Inflation is putting retirement portfolios back to work. TIPS now offer real yields above 3%, giving savers income above inflation when held to maturity. A TIPS ladder can match future spending with bonds coming due, while target-maturity funds offer a simpler setup. Cash can cover near-term needs, but keeping too much idle leaves more savings exposed to rising prices. Stocks still belong in the mix for long-term growth, while tax-deferred accounts can make TIPS more efficient to hold. [Read (opens in a new tab)]
Credit Strategy
Chase Raises Aeroplan Card Fee While Sharpening Airline Focus
JPMorgan Chase is narrowing the Aeroplan Card’s appeal. The latest refresh nearly doubles the annual fee to $195 and shifts more of the value toward Air Canada loyalists. In return, cardholders get automatic 25K status, up to $100 in annual credits, and 15% off eligible award flights. That trade works better for frequent Air Canada flyers, while everyday spenders and travelers who mainly use Aeroplan for Star Alliance partner awards have less reason to stick around. [Read (opens in a new tab)]
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Sunday Reads
💸 White House plans $500 Obamacare refunds ahead of midterms (opens in a new tab)
🏠 How to potentially lower your mortgage rate (opens in a new tab) with one simple request
📈 US growth stocks attract fresh interest on strong earnings expectations (opens in a new tab)
💵 Social Security checks could get their biggest COLA increase (opens in a new tab) in three years
🖥️ Memory chips now drive half of all semiconductor industry revenue (opens in a new tab)
📺 How to get two months of Paramount+ (opens in a new tab) for $0.99 a month
🚚 Surging diesel costs and shrinking capacity (opens in a new tab) are forcing a transport reset
✂️ 8 stocks that could be next in line for a stock split (opens in a new tab)
🛢️ Why energy is becoming a portfolio hedge again (opens in a new tab)
🔄 The traditional wealth-building playbook (opens in a new tab) is losing its grip
Extra Grind
