Wes - The Catch-Up Investor

8.5K subscribers

Welcome to Wes – The Catch-Up Investor. Practical retirement planning for Americans aged 55 to 65 — pensions, Social Security, Roth conversions, and retirement taxes explained without the jargon. Wes Investor breaks down the real math behind the decisions that actually move your retirement: when to take a pension lump sum versus the monthly check, how to claim Social Security as a couple, how to run Roth conversions without triggering Medicare surcharges, and how to make your money last. No products, no funnels — just clear mechanisms and honest numbers from someone who has watched these choices play out in real life. New videos every day for Gen X and pre-retirees who want the full picture before they decide. Disclaimer: For educational purposes only. Not financial advice.

25:27

4 Things To Know If You're Retiring With A Pension (Do This 5 Years Prior)

Wes - The Catch-Up Investor · 91K views · 6 months ago

23:16

5 Reasons Gen X Should Retire Right Now (even if they Can NOT afford it)

Wes - The Catch-Up Investor · 3.4K views · 3 weeks ago

26:46

Single in Retirement? The Monthly Income That Actually Puts You Ahead

Wes - The Catch-Up Investor · 89 views · 10 hours ago

28:33

Why Everything in Retirement Changes If You Have a Pension - The 1 Fatal Flaw

Wes - The Catch-Up Investor · 30K views · 6 months ago

29:55

5 Years From Retirement? Here’s the Complete Planning Blueprint

Wes - The Catch-Up Investor · 5.9K views · 5 months ago

25:15

Watch This Video If You're An American Retiring With A Pension (The 'Golden Window' Myth)

Wes - The Catch-Up Investor · 10K views · 5 months ago

23:08

Net Worth & Income of Top 1%, 5%, 10%, and 25% of Retirees | The 2026 Liquidity Test

Wes - The Catch-Up Investor · 15K views · 6 months ago

25:37

Why People Get Richer After Retirement (The Hidden Math Most Retirees Miss)

Wes - The Catch-Up Investor · 96K views · 6 months ago

23:29

Why Smart Retirees Are Skipping Roth Conversions in 2026

Wes - The Catch-Up Investor · 1.6K views · 4 months ago

20:17

The Average Person ACTUALLY Retires With This Much (SHOCKING)

Wes - The Catch-Up Investor · 832 views · 7 months ago

24:24

If I Claimed Social Security Again, I’d Do This Instead (Before Age 65)

Wes - The Catch-Up Investor · 295K views · 6 months ago

27:43

Honest Advice To Anyone Working Past 59 — The $1,000/Month Problem Blocking Your Retirement

Wes - The Catch-Up Investor · 17K views · 6 months ago

30:32

Everything in Your IRA? How to Build a Brokerage Bucket Before RMDs

Wes - The Catch-Up Investor · 921 views · 2 weeks ago

17:43

When You Retire With $1M, Tell No One Except These 3 People. Here's Why...

Wes - The Catch-Up Investor · 979 views · 6 months ago

25:36

9 Signs You’re Doing Better Than Most Retirees After Age 60

Wes - The Catch-Up Investor · 6.6K views · 5 months ago

20:19

Have a Pension? Think About These Crucial Things Before Taking Social Security

Wes - The Catch-Up Investor · 5.8K views · 5 months ago

22:05

DON'T Do Roth Conversions - Do THIS Instead

Wes - The Catch-Up Investor · 1.5K views · 3 months ago

20:23

You Probably Don't Need a Roth IRA Yet

Wes - The Catch-Up Investor · 563 views · 1 month ago

27:20

90% of Americans Plan to Skip the No.1 Piece of Social Security Advice

Wes - The Catch-Up Investor · 4.5K views · 5 months ago

21:52

The Roth Mistake That Could Wreck Your Early Retirement Plan

Wes - The Catch-Up Investor · 171 views · 1 month ago

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