Contractor Payment and 1099 Preparation

About this task

This vertical software provider for law firms (5,000+ employees) is looking for a senior Payroll Specialist for a single piece of work with a fixed scope and a fixed price. Collects forms, tests contractor status risks and prepares the year-end filings.

It is a self-contained job: scope, checklist and price are agreed before you start. The company sells subscription software, so deadlines follow release and billing cycles.

The company prefers a person who can come to Chicago for kickoff and the final review; the rest is remote. You choose your hours; nothing is scheduled except an occasional short call. About 1 hour a week should overlap with the team's day (CT).

What you deliver

• Check W-9 completeness for 60 contractors and prepare the 1099-NEC figures for filing.
• A final note stating what was checked and what was left out of scope
• A 20-minute walkthrough call, or a recorded screen share if you prefer
• The finished deliverable in the agreed file format, with sources and assumptions listed

How the work runs

• Day 1: kickoff call and access to the files
• Days 2 to 4: the work, with questions answered the same day
• Last day: delivery and a short walkthrough

Duration: 1 to 2 weeks. Accepted when the company contact confirms the deliverable against the written checklist. One round of edits is included.

Tools

How you get paid

• The company prepays Deftridge before your first hour, so payment does not depend on a late invoice.
• Deftridge pays you in USD after the company confirms the hours or the deliverable. The payment date is written in your task agreement.
• You work as an independent contractor: you report your own income, and your recruiter sends the statements your accountant needs.
• You never chase the company. Questions about money go to Deftridge.

What happens after you say you're interested

1. Within one working dayA recruiter writes to you to confirm your hours and the rate you want.
2. You agree the rateYou and the recruiter fix an exact rate inside the company's range. You decide whether to go ahead.
3. With your written OKThe company sees the anonymous profile below. Most companies answer within three working days.
4. StartYou sign the task agreement and the company's confidentiality terms through Deftridge, and begin on the date above.

What the company sees about you

First name, field, experience, tools and the hours you offer. Not your surname, your employer or your contact details.

How this rate compares

The midpoint of this range, $64 an hour, is above the median senior Payroll Specialist rate in Illinois ($60). The shaded band is the 25th to 75th percentile of the market.

All Payroll Specialist jobs in United States · Payroll Specialist rates in Illinois · Finance & Accounting jobs

Questions about pay and privacy

The rules are the same for every task. Pricing explains the 15% fee, prepayment and when you are paid; How it works covers matching, what the company sees and side work next to a job.