Year End Checklist for Your Money, Taxes, Points and Miles

#92: Chris shares his list of the top year end optimizations to consider for your taxes, money, points and miles. That includes tax-loss harvesting, charitable deductions, retirement contributions and FSA/HSAs. It'll also cover taking advantage of all your annual credit card credits and perks.

Full show notes at: https://allthehacks.com/year-end-money-taxes-points-2022

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Resources Mentioned

Taxes/Investing

Gelt: Tax planning service (skip the waitlist!)

Gelt Tax Guide: Tax Concepts Worth Knowing During a Recession

All the Hacks Newsletter: All About Investing Part 2

Donor-Advised Fund Definition

Daffy: $25 to towards a charity of your choice

Tax-Loss Harvesting

Wash-Sale Rule

Series I Savings Bonds

Opportunity Zone Investing

Wealthfront: $5,000 managed free

Grail test: Detect Cancer Early

Augusta Rule: Tax Rules for Renting out Your Home

Points/Miles/Credits

FlyerTalk: Example Forum Page for Southwest Credits

American Express Platinum: $200 Airline Credit | $200 Prepaid Hotels | $200 Dell | $50 Saks | $15/mo Uber ($35 in Dec) | $20/mo Digital Entertainment

Saks Credit Ideas: Aesop and Mack Weldon Underwear

Amex Gold: $10/mo Dining | $10/mo Uber

Chase Sapphire Reserve: $300 Travel | $5/mo DoorDash | $10/mo Gopuff

Capital One Venture X: $300 Travel

Hilton Aspire: $250 Resort Credit | $250 Airline Credit | Annual Free Night | Complimentary Diamond Status | 150,000 point signup bonus

Full Show Notes

(01:25) Should You Take the Standard Deduction or Should You Itemize?

(03:59) Accelerating or Deferring Income

(04:56) Charitable Donations

(05:37) Donating Appreciated Assets

(07:28) Donor-Advised Fund

(08:39) Tax-Loss Harvesting and Common Index Fund Pairing

(10:57) Selling Crypto at a Loss/Abandonment Loss

(14:40) Opportunity Zone Investing

(15:17) I-Savings Bonds

(16:45) Stock Options/ISOs

(17:37) Retirement Accounts

(19:38) Contributing to a 529 Account

(20:37) Use Up the Money in Your FSA Account

(21:31) Max Out Your HSA Account

(22:11) Energy Efficiency Upgrades

(23:12) EV Tax Credit

(23:27) Hired as a Business vs a W-2 Employee

(24:52) Business Owner Tax Optimizations

(30:19) HSA/FSAs and the Augusta Rule

(32:31) California Municipal Bonds

(32:54) End-of-the-Year Housekeeping: Points and Miles

(34:05) Chasing Flight and Hotel Status

(35:14) Taking Advantage of Benefits/Upgrades/Lounge Access Passes

(35:39) Hotel, Credit Card, and Airline Credits

(38:42) Credit Card: Travel Credits

(39:18) Benefits Included with the American Express Hilton Aspire Card

(40:47) San Francisco Event

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