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Timeline graphic charting failed attempts to raise the $3,000 capital loss deduction limit since 1978 Tax-Loss Harvesting

The many failed attempts to update the $3,000 limitation on capital loss deductions

Jun 29, 2025
Investment capital returning to direct indexing with long/short acquisitions on the rise Direct Indexing

Adventure capital returns to direct indexing

Jun 27, 2025
Cartoon testing whether tax-aware long/short losses can offset capital gains from a large concentrated exit Tax-Aware Long-Short

Is tax-aware long/short a capital gains escape hatch following an exit?

Jun 24, 2025
Cartoon on combining a variable prepaid forward with tax-aware long/short to diversify concentrated stock Concentrated Stock

VPF + tax-aware long/short for diversifying concentrated stock

Jun 20, 2025
Cartoon showing a direct indexing portfolio ossifying into an expensive index fund as basis falls from harvesting Direct Indexing

How does direct indexing become an expensive index fund?

Jun 17, 2025
Cartoon on no-income bond ETFs that defer tax by making zero distributions until sale ETF Taxation

The benefit of bonds without the drag

Jun 15, 2025
Spaceballs-themed graphic on the IRS Data Book reporting $5.1 trillion in FY2024 gross revenue Podcasts & Media

Spaceballs and the IRS data book are here

Jun 13, 2025
Tax-aware long/short losses lowering the income that drives higher Medicare premiums Tax-Aware Long-Short

Tax-aware long/short could cut Medicare costs

Jun 10, 2025
Cartoon of AQR rebutting five common critiques of tax-aware long/short with charts and numbers Tax-Aware Long-Short

AQR addresses 5 critiques of tax-aware long/short

Jun 8, 2025
Cartoon urging readers to skip the Trump-Musk feud and read a tax-aware investing roundup instead Podcasts & Media

Trump/Musk cage match is boring. Read about taxes instead

Jun 6, 2025
Cartoon showing tax costs spreading like contagion from one ETF share class to another after a switch ETF Taxation

ETF share class “tax contagion” is, sadly, something we need to care about

Jun 1, 2025
Cartoon on the FTSE Russell direct indexing survey and its overstated AI tax-efficiency claims Direct Indexing

Direct indexing FTSE Russell survey is interesting, but AI claims are 💩

May 30, 2025
Graphic listing 14 adviser use cases for tax-aware long/short strategies beyond offsetting short-term gains Tax-Aware Long-Short

14 use cases for tax-aware long/short strategies

May 28, 2025
An exchange fund unblocking billions by seeding an ETF in-kind under Section 351 Section 351 Exchanges

How an exchange fund unblocks billions by seeding an ETF in-kind

May 25, 2025
Cartoon of dividend chasers buying at the top while a front-runner captures the predictable price reversal ETF Taxation

Dividend chasers... YOU are the yield

May 23, 2025
Cartoon on Betterment acquiring Rowboat Advisors to add direct indexing to its platform Direct Indexing

Betterment acquired Rowboat Advisors for a quicker path to direct indexing and to "do it all"

May 21, 2025
Cartoon revealing the options trick behind buffer ETFs' unusually low distributions and high tax efficiency ETF Taxation

What's behind the preposterous tax efficiency of buffer ETFs?

May 18, 2025
Cartoon on AQR's finding that direct indexing completion portfolios poorly hedge concentrated stock risk Concentrated Stock

AQR's latest: direct indexing "largely ineffective" at culling single-stock risk

May 16, 2025
Graphic summarizing One Big Beautiful Bill changes to SALT, EBL, and Opportunity Zones, but not the loss limit State & Local Tax

The One, Big, Beautiful Bill updates SALT, EBL, RQOF, but not LOL3K

May 14, 2025
ETF share class structure cementing the staying power of the mutual fund ETF Taxation

The ETF share class proves the staying power of the mutual fund

May 11, 2025
Cartoon charting how many Russell 1000 single stocks suffered catastrophic drawdowns and never recovered Concentrated Stock

53% of the time, it worked every time

May 9, 2025
Cartoon weighing the value of tax-efficient asset location, citing Morgan Stanley's incremental return estimate ETF Taxation

What is asset location worth?

May 7, 2025
Cartoon fielding five reader questions about tax-aware long/short strategies like the 130/30 and 250/150 Tax-Aware Long-Short

Five big questions from readers about tax-aware long/short strategies

May 4, 2025
Cartoon weighing the overhead of launching an ETF against the tax efficiency clients value most ETF Taxation

Cerulli: Launching an ETF is expensive... but maybe worth it?

May 2, 2025
Graphic mapping the four growth areas driving taxable wealth: direct indexing, ETF share classes, long/short, concentration Direct Indexing

These 4 growth areas are driving taxable wealth

Apr 30, 2025
AQR on the record defending tax-aware long/short against common criticisms Tax-Aware Long-Short

AQR on the record: Critics don't understand tax-aware long/short

Apr 27, 2025
Cartoon showing more than a quarter of advisors declining direct indexing despite its $864 billion in assets Direct Indexing

More than one-quarter of advisors (26%) choose not to use direct indexing

Apr 25, 2025
Cartoon on Cambria's ENDW ETF seeded in-kind via Section 351 conversion raising about $100 million Section 351 Exchanges

Don't call it a comeback: Cambria's latest ETF seeded in-kind raises ~$100 million

Apr 22, 2025
Cartoon showing a tax-aware long/short strategy built with an ETF long side and a Section 351 conversion Tax-Aware Long-Short

Tax-aware long/short... what if the long is an ETF?

Apr 20, 2025
Cartoon header for a tax-week edition mixing curated tax memes with news for advisers Podcasts & Media

Tax memes and news - tax week edition

Apr 18, 2025
Graphic benchmarking real-world financing spreads on tax-aware long/short leverage from the marketplace Tax-Aware Long-Short

Actual tax-aware long/short financing costs from the marketplace

Apr 16, 2025
ETF return of capital distributions granting investors rare access to portfolio basis ETF Taxation

ETF return of capital distributions have a weird tax perk no one talks about

Apr 13, 2025
Cartoon of AQR's tax-aware long/short assets surging from $13 billion toward $22 billion Tax-Aware Long-Short

AQR tax-aware long/short surges, plus a few memes

Apr 11, 2025
Cartoon on the printed Adviser's Guide to Seeding an ETF In-Kind and Section 368 consolidation of ETF clones Section 351 Exchanges

I printed (another) 50 copies of The Adviser's Guide To Seeding an ETF In-Kind

Apr 9, 2025
Cartoon showing taxes dampening portfolio volatility, supporting the case for taxable investors to take more risk Tax-Loss Harvesting

If tax-loss harvesting cushions downside, shouldn't investors take more risk?

Apr 6, 2025
One-page market map laying out the managers and players in tax-aware long/short strategies Tax-Aware Long-Short

Tax-aware long/short market map

Apr 4, 2025
Graphic on margin as the secret weapon that refreshes cost basis in tax-aware long/short strategies Tax-Aware Long-Short

Tax-aware long/short has a secret weapon

Apr 2, 2025
ETF return of capital distributions questioned as resembling a Ponzi-style payout ETF Taxation

Is ETF return of capital a Ponzi Scheme?

Mar 30, 2025
Cartoon of Cliff Asness blasting long-only skeptics of tax-aware long/short as dinosaurs Tax-Aware Long-Short

Cliff Asness: "...lying long-only dinosaurs... desperate to stop the bleeding..."

Mar 28, 2025
Cartoon questioning whether fast-growing tax-aware long/short is a durable edge or just a shiny object Tax-Aware Long-Short

Is tax-aware long/short just a shiny object?

Mar 26, 2025
Cartoon presenting a checklist for bundling an ETF's hidden tax costs with its expense ratio for diligence ETF Taxation

A checklist for ETF tax diligence

Mar 23, 2025
Cartoon recapping a seven-expert panel on managing concentrated single-stock risk Concentrated Stock

Single-stockapalooza: More talking heads than CNN election night

Mar 21, 2025
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