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Starting a business during Roth conversion years.
Posted on 5/1/26 at 7:42 am
Posted on 5/1/26 at 7:42 am
As a strategy, would it make sense to start a business to assist in managing tax burden?
A real business.
A real business.
3
Posted on 5/1/26 at 12:22 pm to mikie421
As in taking losses from start-up business to offset Roth conversion taxes?
This one’s above my pay grade, but off top of head thought FWIW:
- Is starting business central to your plan? Something you are passionate about and planned to do irrespective of Roth? Or a tax-led decision? Tax-led financial decisions are the tail wagging the dog.
- No other tax harvesting available (stocks held with unrealized losses - hot market so suspect no)?
- the money you plan to start the business, what if you lived off of it (or portion) (assuming after-tax / already taxed money) to free up tax tables for said Roth conversions?
Over to the subject matter experts…
This one’s above my pay grade, but off top of head thought FWIW:
- Is starting business central to your plan? Something you are passionate about and planned to do irrespective of Roth? Or a tax-led decision? Tax-led financial decisions are the tail wagging the dog.
- No other tax harvesting available (stocks held with unrealized losses - hot market so suspect no)?
- the money you plan to start the business, what if you lived off of it (or portion) (assuming after-tax / already taxed money) to free up tax tables for said Roth conversions?
Over to the subject matter experts…
Posted on 5/1/26 at 1:22 pm to mikie421
quote:
Starting a business during Roth conversion years.
I've often pondered buying some rental property to offset some of it somehow but haven't done much research beyond that.
Posted on 5/2/26 at 8:01 am to mikie421
Sounds like a great time to start a business. I’m in a different situation, but I started one this year. The equipment I’m purchasing should reduce my personal tax liability a lot.
Posted on 5/2/26 at 3:50 pm to Everyday Is Saturday
Do you want to lose $100 cash to save $24 in taxes?
If you were going to start a business anyways? And knew you had a couple of years of losses to start before you start making tons of money?
Sure.
But to lose money just to do a conversion? Eh…
If you were going to start a business anyways? And knew you had a couple of years of losses to start before you start making tons of money?
Sure.
But to lose money just to do a conversion? Eh…
Posted on 5/2/26 at 3:50 pm to boogiewoogie1978
quote:
I've often pondered buying some rental property to offset some of it somehow but haven't done much research beyond that.
Start your research with the passive activity rules.
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