Let’s map your W-2 and side income.

Rough numbers are fine. I’m looking at how the pieces fit together, not asking you to recreate a tax return.

Which income sources do you expect this year?

Select all that apply.

Are you using an entity for the 1099 income?

No—currently paid personally

Single-member LLC or PLLC taxed as a sole proprietorship; no S-corporation election

LLC or PLLC taxed as an S corporation

Professional Corporation or Professional Association taxed as an S corporation

Group, partnership or multi-owner entity

Another structure

Not sure

Will you file a joint return with a spouse?

Yes

No

Not sure

What state do you live in?

Do you expect to physically work from any other states this year?

Yes

No

Not sure

How are the 1099 income and expenses being tracked today?

Separate business bank account and bookkeeping system

Separate bank account, but no formal bookkeeping

Spreadsheet or expense-tracking app

Mixed with personal activity

My CPA or bookkeeper handles it

I have not started yet

Not sure