thread Re: New Year, New Payroll! The Best Time to Switch is Coming. in Staff & Payroll

New Year, New Payroll! The Best Time to Switch is Here.

Ryan_M — Sun, 21 Sep 2025 06:12:30 GMT

Have you been thinking about switching payroll providers? Or maybe using an online payroll provider for the first time? The beginning of the year is the best time to do it.

Why is January the best time to start using a new payroll provider? 🤷

By starting with a new provider at the beginning of the year, you won’t have to go through the hassle of collecting all your year-to-date and quarter-to-date information from your old provider or accountant. Your new payroll provider can start fresh for the new year.

Have questions? You’re in luck!

-> Watch the payroll webinar event 🎬 💻

The Square Payroll team hosted a webinar on November 21, 2024 where they covered all things payroll, making the switch, and other helpful integrations such as Shifts, time tracking, workers’ compensation, employee benefits, and more! You can watch the recording and ask any questions below the video.

-> Read more about making the switch: Why the New Year is the Best Time to Switch Payroll Providers

Re: New Year, New Payroll! The Best Time to Switch is Coming.

Ryan_M — Tue, 22 Oct 2024 18:39:05 GMT

Treat your business to faster, easier payroll in 2024! 🎉

💳 Integrated timecards, tips, and commissions

Import your team’s hours and tips from Square POS to track shifts to save time and reduce manual errors.

💸 Pay employees and contractors

Pay W2s and 1099s hourly, salary, or custom amounts with unlimited pay runs per month. Send as many runs as you want and the cost stays the same.

📋 Automated payroll tax payments and filings

We automatically calculate and file quarterly and annual payroll on your behalf, so you don’t have to.

💲 Fair, flexible pricing

Full-service payroll starts at $41 per month or pay just $6 per working contractor each month. Cancel anytime with no long-term commitments required.

Re: New Year, New Payroll! The Best Time to Switch is Here.

WoodCandleCo — Fri, 21 Mar 2025 16:30:41 GMT

A few months late on this...but has Square thought about providing three months free or something?

Changing payroll can be a big undertaking and stress since you're literally messing with peoples income and how its paid out. While I don't have staff, if I did, I'd be much more apt to try a new service with such a sensitive service if I got to test it a few times first! Assuming all goes well, I'd already be sticky with the software and much less likely to switch back.

Re: New Year, New Payroll! The Best Time to Switch is Here.

MayaP — Wed, 02 Apr 2025 23:23:09 GMT

Hey @WoodCandleCo - Thanks for sharing your thoughts! I understand that changing payroll can be a big undertaking, especially when it impacts people's income. While we haven’t specifically offered three months free, your suggestion makes sense. Testing the service beforehand can certainly help build trust and comfort with the process. Feel free to submit this suggestion to our Ideate Board. Feel free to reach out if you need anything else!