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.

CheckWriters is big on emphasizing opportunities for employees to learn, grow, and unlock their potential as professionals.

- Phil, Customer Service Team Manager

I tell potential clients all the time that I love coming to work because I’m excited about our product – but more importantly, I believe in it.

- Tracy, Implementation Project Manager

Our Culture

Carly, Director of HR

What to Expect in the Recruitment Process

We're always looking for the best fit – for you, and for our team here at CheckWriters. Finding that connection comes from a personal and transparent recruitment effort. 

You can expect to meet with our HR Director and Hiring Leaders to gain a deep and authentic understanding of our company, culture, and where your potential role fits in. If you ultimately become a member of the team, your first day at CheckWriters will kick off your amazing new career in a collegial and promising way.

We provide exceptional HR technology and service to our clients – in short, we’re in the business of making HR happy! If you’d like to be a part of this exciting journey, then CheckWriters is the place for you.

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

ou'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