Posts Tagged ‘withholding strategy’
How January Planning Changes Estimated Taxes
January is when your tax year becomes real. Not in an abstract way. Not in a “we’ll deal with it later” way. In a math way. Because by the time you realize your estimated taxes are off…you’ve already been wrong for months. Most high earners don’t “miss” estimated taxes because they forgot the deadlines. They…
Read MoreJanuary Tax Planning for Multiple Income Streams
If you’re a high earner with more than one income stream, January can feel… messy. Your W-2 job starts back up.Your business deposits hit on a different schedule.Your investments do their own thing.And maybe you have a side project that “barely counts” until it suddenly counts a lot. This is the part people miss: Multiple…
Read MoreThe First 30 Days That Decide Your Tax Outcome
The first 30 days of the year are sneaky. Not because they’re dramatic.Because they’re quiet. You’re getting back into routines. You’re catching up on emails. You’re telling yourself you’ll get organized “soon.” It’s not a bad plan. It’s just… vague. And vague is expensive when you’re a high earner. By the time February hits, your…
Read MoreReset Your Withholding in January or Regret It Later
Withholding feels boring. It’s not the fun part of money.It’s not investing.It’s not growth.It’s not a big “wealth move.” It’s just payroll. So most high earners ignore it. Or they assume it’s fine because it worked last year. And honestly… that’s a normal assumption. Until it isn’t. If you’re a high earner or high net…
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