1099 write-offs in plain language

Find the deductions hiding in your workday

See the common categories, the proof worth keeping, and the details that can change whether an expense qualifies

THE RULE OF THUMBBusiness purposeReasonable amountProof you can explain

Common deduction categories

Start with the work—not a tax-code scavenger hunt

These categories are starting points, not automatic deductions. Eligibility and limits depend on your facts

01

Workspace

Home office, coworking fees, office supplies, furniture

Proof to keep
Square footage, photos, receipts, lease or utility records
What can change it
A home office generally needs regular and exclusive business use
02

Driving and travel

Business mileage, parking, tolls, airfare, lodging

Proof to keep
Contemporaneous mileage log, dates, locations, receipts, purpose
What can change it
Commuting and personal travel are generally different from business travel
03

Tools and technology

Software, subscriptions, equipment, internet, phone

Proof to keep
Invoices, receipts, statements, and a reasonable business-use allocation
What can change it
Personal-use portions may need to be separated
04

Outside help

Bookkeeping, legal, tax, contractor, and professional fees

Proof to keep
Invoices, contracts, payment records, and required information returns
What can change it
Worker classification and reporting rules still matter
05

Insurance and benefits

Business insurance, eligible health insurance, retirement contributions

Proof to keep
Policies, premium statements, plan documents, contribution records
What can change it
Eligibility, plan type, and other coverage can change the result
06

Learning and growth

Education, licenses, professional memberships, advertising

Proof to keep
Receipts plus a clear connection to your existing business
What can change it
Training for a completely new trade can be treated differently

Make the deduction defensible

Capture the fact while it is still fresh

Text Lucy a receipt, mileage detail, or business-purpose note. The strongest deduction is one your records can explain

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PROOF CHECK
  • Date and amount
  • Vendor or destination
  • Clear business purpose
  • Business-use percentage when mixed
  • Receipt, invoice, statement, or mileage log

Quick answers

Write-offs without the wishful thinking

Can every business purchase be deducted

No. A business expense generally needs to be ordinary and necessary for the business, and other limitations may apply

What deductions can I claim without receipts

Documentation requirements depend on the expense, but relying on memory is risky. Keep receipts, statements, logs, invoices, and the business purpose whenever possible

Does a deduction reduce tax dollar for dollar

Usually not. A deduction generally reduces taxable income, while a credit can reduce tax directly. Your actual benefit depends on the rule and your tax facts

How does Lucy personalize this list

Lucy connects income, entity type, work patterns, expenses, available budget, deadlines, and approved tax rules to surface strategies and inputs that fit the member

Use the IRS Self-Employed Individuals Tax Center for official filing guidance and a qualified tax professional for decisions

A list tells you what is common

Lucy finds what fits you

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