Making HR  Happy

CheckWriters is a Payroll and HR technology company headquartered in the beautiful Pioneer Valley of Western Massachusetts. We’re in the business of developing modern, easy-to-use software and making HR happy with exceptional personal service and resources.

We just moved to a new HQ! Learn More

Some of Our Benefits

An Apple a Day

We provide a comprehensive healthcare plan with allowances for monthly gym reimbursements and other fitness incentives. Also, we fund individual Health Reimbursement Accounts so you can be reimbursed for deductibles.

More Money in Your Pocket

We offer Flexible Spending Accounts (FSAs), which allow you to set aside a portion of your income – tax-free – to pay for certain medical or dependent care expenses.

Flexible PTO and Scheduling

You'll start with over 2 weeks of paid time off and start accruing the first day. And just 2 years later, you’ll be accruing over 4 weeks of paid time off.

Having Fun and Giving Back

Company-sponsored and family-friendly events, fundraising and community initiatives.

Save Early

Even if you’re not thinking about retirement yet, we want you to be comfortable when you get there. We put an amount equal to 3% of our employees’ wages into a 401(k) for you. And every year we’ve been in business, we’ve added an additional 2% in profit sharing.

Short and Long-Term Disability

Whether your absence is planned or unexpected, your paycheck is protected under our Short or Long-Term Disability plan.




You may not see the position you're looking for – send us your resume anyway. We’re always searching for our next great hire and would love to hear from you. Resumes to