Investor · WI · Member since 2020 · 32 posts · 15 votes
Hi everyone, maybe a rookie question here, but I had a W2 for a good portion of 2023 and also had a self-employed business for the other half. How exactly do you file taxes when you have a 9-5 but also generate income from self employment? Maybe some of you here who kept a day job but also generate income from investments can help me understands the basics of this. My primary question is whether I should do completely separate filing or if I need to do this all together at once so as to report all income and deductions on one single filing, or if I can treat this as separate entities.
I'm hoping this also helps me lay a better ground work for how taxes may work as I grow as an investor.
CPA | Accepting New Clients · Member since 2022 · 62 posts · 36 votes
2y
@Devante S. assuming you operated as a sole proprietor or through a disregarded entity for tax purposes (e.g. SMLLC), the income and deductions from self-employment will be reported on your 1040 Schedule C and not separately filed.
CPA | Accepting New Clients · Member since 2022 · 62 posts · 36 votes
2y
@Devante S. assuming you operated as a sole proprietor or through a disregarded entity for tax purposes (e.g. SMLLC), the income and deductions from self-employment will be reported on your 1040 Schedule C and not separately filed.
Yep. Schedule C. I up the withholdings at my day job to cover sch C earnings through the year. Otherwise as I understand it you should be filing quarterly estimates and payments. If you do your own TurboTax home and business will walk you through it.