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The Wealth Playbook

Russell Doup, CFP

A curated weekly framework for high-earning families to explore strategies and reflect on wealth, career, and legacy.

Platform
LinkedIn
PricingOnly free issuesPublishesWeekly
Issues64Last Issue4 days agoActive

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Latest Issues

Before You Click Enroll: Your ESPP Checklist

ESPP, part four of four.

We started with a store that sells $100 bills for $85. Then a gas station that charges you the lower of two prices. Then the fork in the road when you sell.

Here's the finish line. Enrollment windows are opening,...

4 days ago

The RSU Choice Nobody Tells You You're Making

If your company has a scheduled settlement date for RSUs, or recently moved from a structure where shares only convert at a liquidity event to one where they settle on a set calendar, there's a decision window most people never notice until...

11 days ago
1

The Fork in the Road: What Happens When You Sell Your ESPP Shares

ESPP Month, part three of four.

You bought the shares. You got the discount, maybe even the lookback bonus from a couple weeks ago. Now you are staring at a sell button, and here is the part nobody warns you about.

The moment you click se...

17 days ago
1

The ESPP Feature That Works Like a Time Machine

ESPP Month, part two of four.

Think about gas prices. They go up, they go down, sometimes a lot, sometimes in the same month.

Now imagine a gas station with a strange rule. Every time you fill up, it checks the price from six months ago a...

25 days ago
2

What an ESPP Actually Is (And Why It Might Be Free Money)

ESPP Month, part one of four.

Imagine a store that sells $100 bills for $85.

No catch on the price. Real $100 bills, $85 each. There would be a line around the block, right?

Here is the strange part. Millions of people work at companies...

a month ago
6

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