Careers & Benefits

Are you ready to make a difference in the world? Join our team of dedicated professionals who come to work every day to Serve Others.

What’s it like working at Redwoods?


We help keep kids and families safe from harm by insuring valuable community organizations like YMCAs, Jewish Community Centers, Boys & Girls Clubs, and camps. We are a mission-driven organization that lives its values.


Our customers are our friends. We build close relationships with incredible people who are serving their communities every day. We work hard to help our partners avoid a crisis, but will be there to provide guidance and facilitate healing in difficult or tragic situations.


You’ve probably heard that it’s better to teach a man to fish than to feed him for one day. We agree, and that’s why we’re always sharing what we know about safety not with only our partners, but anyone who will listen.


The Redwoods Group is an equal opportunity employer committed to diversity and inclusion. As a member of the Triangle Diversity Business Council, we pledge to advance diversity in our recruiting efforts as well as to promote and integrate values of diversity and inclusion within Redwoods. We agree with you that commitment is not enough and we are working hard to translate conversations into action.


Our team is growing as we scale our impact and work towards making the world a safer place. We hope you will consider applying to our open positions above. We are always looking for new members of our team that bring out the best in our culture and are moved by our mission. If there are no open positions listed or if they are not quite right for you, please email us with some information about you and your career goals at [email protected]


As Maslow’s hierarchy of needs taught us, our employees need to feel healthy, secure and supported in order to focus on Serving Others. Therefore, Redwoods offers a comprehensive benefits package that is designed to make life better and easier for our people. In addition to a competitive salary, we offer the following benefits and more:

Health Insurance

Redwoods provides medical, dental, and vision coverage opportunities. Employee contributions toward premiums are calculated on a sliding scale, with those earning $40,000 per year or less receiving free medical and dental coverage for themselves and their children. Redwoods also pays 80% of the cost of the coverage for their spouses or partners.

Long-Term Care Insurance

Redwoods provides employees free long-term care insurance coverage of $3,000 per month for a three-year term. Additional coverage is available for a fee, as well as coverage for the employee's spouse, children over 18, as well as siblings, parents, parents-in-law and grandparents under the age of 80.

Flexible Spending Accounts

We offer flexible spending accounts for both health care and dependent care reimbursement.

Employee Assistance Program

Our Employee Assistance Program helps Redwoods employees address problems that affect their lives and health, including family marital and parenting issues, health and medical information, financial and legal concerns, child care and elder care resource referrals, substance abuse and addictions, personal safety and violence issues, information about self-care and illness/disease prevention, as well as grief, depression and stress issues. This program is free of charge to all employees and their immediate family members (i.e. spouse, children and parents living in the employee's home).

Life & Disability Insurance

We provide life and accidental death and dismemberment (AD&D) insurance for regular full-time employees up to 2.5 times their annual salary. We also provide short-term and long-term disability coverage.

Retirement Program

Redwoods believes in investing for the future. Both full and part-time employees are eligible to participate in our 401(k) program. We currently offer a match of 50% on the first 8% of deferred compensation.

Employee Stock Purchase Plan

Redwoods offers an Employee Share Purchase Plan Program to full-time employees and will match 30% of employee contributions up to a 10% deferral in the plan.

Tuition Reimbursement

Redwoods also helps employees increase their job knowledge by pursuing courses of study that advance their careers within the company. Eligible employees may be reimbursed 100% of the reasonable cost of tuition for the courses taken at degree-granting institutions with up to $3,000 per calendar year.

College Tuition For Dependents

After one year of service, employees qualify for a scholarship program that provides up to $6,700 per year toward the cost of higher education for their children. This makes enrollment in many public universities available to the children of Redwoods employees. In addition, Redwoods matches 50 cents per dollar up to 6% of annual salary for employee contributions to select 529 college education savings programs.

We also make a one-time gift of $500 when employees or their spouses give birth or adopt a child. The direct gift goes into a 529 savings account or a savings bond.

Holidays & Vacation

Redwoods has 12 paid holidays for 2016. Full-time employees who have been with Redwoods for one to four years receive 15 days of vacation. That goes up to 20 days per year for those employed five to nine years, and it jumps to 25 days for those with more than 10 years with the company.

Serve Others

Our commitment to our communities is supported at all levels of the organization. The Redwoods’ Employee Serve Others Program helps support our mission in conjunction with all that we do for our customers, our communities, and each other. For us, this program helps define a socially responsible organization:

Community Support Leave

We consider community support an essential priority of a socially responsible organization. In order to truly live our mission, all employees serve 40 hours of their time per year in the communities in which they work and live. This has been a minimum requirement of our employees since 2005. However, many employees give more than 40 hours of their time to the organizations they feel passionate about. This is ingrained in our culture and has become an integral part of being a member of the Redwoods community. We feel it is critical to the full success of our organization.

“Dollars for Doers” Program

This program matches the hours an employee volunteers with grants from the Redwoods Foundation. In other words, by demonstrating significant engagement in volunteerism, Redwoods will make a donation to the 501c3 organization where employees volunteer outside of standard business hours (i.e. evenings and weekends). When volunteering outside of office hours, volunteers earn the organization $10 per hour after the 4 hour minimum commitment is met.

Charitable Match Program

Redwoods is committed to making a difference in our communities through a clear mission: to serve others through sustainable community involvement and giving. Redwoods encourages its employees to contribute individual donations to designated U.S. Based 501c3 charitable organizations across the globe. To maximize the effects of charitable giving, TRG pledges to match individual or aggregate contributions up to $1000 per employee, per year.

Other Benefits

Redwoods subsidizes the cost of Weight Watchers for employees and their spouses and maintains an on-site fitness room as part of its Wellness Program. We reimburse employees the annual membership for a Costco membership and offer an employee referral program. We also provide leave for military service, maternity and paternity, bereavement, family and medical needs, jury duty, court appearances and to comply with juvenile court orders.