Benefits at Checkout.com

401(K)

Employees can can opt into a qualified retirement plan with T Rowe Price. Under this 401(k) plan, Checkout contributes 3% of the employee’s total compensation, regardless of their contribution amoun

401(K) matching

Company equity

We provide stock options to our high performing employees under our equity program. Employees are eligible to receive equity on an annual basis in alignment with H2 Review cycles.

Employee stock purchase plan

Performance bonus

Adoption Assistance

Family medical leave

Generous parental leave

We provide up to 16 weeks of leave for parents, birthing and non-birthing, at 100% pay following the date of birth, adoption, or foster placement.

Fertility benefits

Commuter benefits

Employees are offered the option to set aside pre-tax wages each month to put towards commuter expenses, like mass transit and parking.

Company-sponsored outings

Through collaboration and living up to our values, we make great things happen. To promote this, we give managers and leads a quarterly budget to recognize their team members’ achievements.

Fitness stipend

Free daily meals

Lunch stipend of $19

Company-sponsored happy hours

Pet friendly

Recreational clubs

Do the things you love, keep your body and mind active, 
and find people who share your interests with our clubs.



Relocation assistance

Free snacks and drinks

Some meals provided

Hybrid employees enjoy free lunch during the days they work from the office!

Home-office stipend for remote employees

We want our people to be able to work from home comfortably and effectively. Employees can be reimbursed up to $375 towards home ergonomics set-up, and $375 towards IT equipment.

Meditation space

Mother's room

Customized development tracks

Job training & conferences

Our leadership development offering spans across multiple managerial levels and will equip you 
with the skills and knowledge needed to thrive as a leader at Checkout.com.

Mentorship program

Online course subscriptions available

Paid industry certifications

Promote from within

Lunch and learns

Continuing education available during work hours

Employees can access "learning days" from the start of employment, and financial support for professional qualifications, professional/forum memberships, etc. after three months of service.

Personal development training

Dedicated diversity and inclusion staff

Diversity manifesto

Mean gender pay gap below 10%

Diversity employee resource groups

Our communities celebrate heroes, learn about historical moments and co-create an inclusive culture. Choose from 
Asia, Black, Disability, Parents, Pride and Women communities - 
 or launch your o

Hiring practices that promote diversity

Diversity recruitment program

Dental insurance

We offer our employees and their dependents premiere dental coverage through Cigna. Employees pay a monthly premium and are covered at 100% for preventative services.

Disability insurance

We offer Short Term Disability (60% of weekly earnings, up to 1.5k weekly at max of 25 wks), Long Term Disability (60% of monthly earnings up to 10k /month; begins after 180 days) & salary continuance

Flexible Spending Account (FSA)

Employees have the option to contribute the maximum federal limit of pre-tax dollars to a Flexible Spending Account (FSA) and/or to a qualified tax-ID daycare or elder care facility.

Health insurance

We offer employees and their dependents premiere healthcare coverage options through Cigna. Our healthcare plans grant employees access to an Employee Assistance Program & discounted rates to gyms.

Life insurance

We offer 100% employer paid insurance plans for Basic Life and AD&D. Employees are.covered at 2x annual salary, up to 750k.

Pet insurance

Your pets are family, too! We offer employees the option to purchase discounted pet insurance through our vendor, Figo.

Team workouts

️ Virtual Checkout.com Active classes that are available for our global network to join in together.

Vision insurance

We offer our employees and their dependents premiere vision coverage through VSP. We cover 80% of the premium, and the employee covers the remaining 20%.

Wellness programs

We operate an extensive Wellness Program, which ranges from exercise classes to podcasts; from focussed health awareness sessions to Mental Health Champions. Our program is ever-evolving!

Mental health benefits

All employees, and their households, have access to our Employee Assistance Program 24/7. This is a free, locally relevant, support tool for all aspects of life.

Abortion travel benefits

Volunteer in local community

We help you make a difference with one volunteering day each year, which you can use for a personal or team volunteering or fundraising event.

Flexible work schedule

We support our teams and people with a hybrid-first model of work. We also offer flexible start and finish times outside of core hours (10 a.m - 4 p.m)

Open door policy

Open office floor plan

Pair programming

Partners with nonprofits

With CKO Impact, you can make a positive change in our communities through volunteering, fundraising, and sustainability activities. This includes working with nonprofits.

Remote work program

Team based strategic planning

OKR operational model

Employee resource groups

Day off for your birthday

Hybrid work model

In-person all-hands meetings

Employee awards

Generous PTO

In addition to paid public holidays, employees receive 22 vacation days per year. Employees get to take the day off for their birthday if it falls on a work day!

Paid volunteer time

Our employees are provided one paid volunteer day per year.

Paid holidays

Paid sick days

We give employees 15 sick days per year for mental health, physical health, and injury for you and your family.

Bereavement leave benefits