We honor the work of our team and are dedicated to helping them flourish with purposeful work, healthy work-life balance, and good pay and benefits.

Open positions

Lead Design Researcher & Strategist
Chicago / Hybrid

The Design Research & Strategy team at Highland is growing—we’re looking for a Lead Design Researcher & Strategist to join in the fun!

If you are uncommonly thoughtful, restlessly curious, unabashedly disruptive, co-creative by default, and committed to helping human beings flourish—we’re looking for you!

Learn More & Apply

Life as a Highlander

Since 1999, our team of researchers, strategists, designers, developers, business consultants, and implementers has helped organizations launch and implement hundreds of digital products—turning their biggest uncertainties into opportunities for growth.

  • Do purposeful and meaningful work that impacts human flourishing.
  • Question everything openly and fearlessly. Challenge each other.
  • Work in flexible, hybrid work rhythms.
  • Belong to small, dedicated project teams.
  • Deliver work at a sustainable pace, with project work at 32-36 hours per week and limited travel.
Highlanders sitting around a table.

Our Values

Put people first

What we make and how we make it should make it a little bit better to be alive: for us, our clients, and their customers.

Give a damn

Our client's goals are our goals. We share the passion for the work you do and the impact it can have. We do work we can be proud of: quality is non-negotiable.

Be curious

The big picture is everyone's responsibility. There is always more to learn, and we are generous in sharing what we know.

Be transparent

We're accountable to our clients and to each other, and respond to problems with solutions, not blame. Vulnerability, while risky, leads to trust and understanding.

“I'm inspired daily by our work aligning to our core values. When the project purpose and our values sync it feels like we are designing for good and purpose for the society."

Katherine Halbig
Senior UX Designer

"Highland is full of passionate, driven individuals who aren't afraid to keep it real and care deeply about their work."

Justin Wu
Lead Design Researcher & Strategist

We welcome differences

As a deeply people-oriented company, we think it matters which voices are represented on our team. We currently nurture a team with previous lives in art, theology, architecture, philosophy, industrial design, and many others. All in all, we’re proud to be bringing the humanities to technology.

Having a diverse range of lived experiences at Highland means there’s a deeper well of knowledge to draw from when we’re connecting with a new client or solving complex problems. Highland is proudly committed to nurturing a culture of diversity and inclusion.

Team Benefits

Health Insurance

Three health insurance plans through Blue Cross Blue Shield. Highlanders choose from FSA and HSA plans. Highland pays 66% of health insurance premiums.

Dental & Vision Insurance

Highland provides dental and vision benefits through Principal Financial Group and pays half of dental and vision insurance premiums.

401k Retirement Savings Plan

Highland offers a 401k and Roth 401k via Betterment.

Paid Time Off

Full timers receive between 3 and 5 weeks per year of paid time off.

Sick Time

Unlimited sick time.

Company Holidays

9 paid company holidays.

Learning Stipend

Up to $1,000 each year in professional development funds to use for education, events, and seminars.

Professional Development Time Off

Receive 5 days of Professional Development Time Off (PDTO) each year, to be used to set aside time for learning and development.

Life & Disability Insurance

Paid life insurance as well as short and long-term disability insurance

New Parent Leave

4 weeks’ leave for any new parent, 12 weeks’ leave for birth mothers—all at 100% pay.

Dependent Care FSA

A dependent care flexible spending account covers qualified daycare expenses for children younger than age 13 and adult dependents who are incapable of caring for themselves.

Let's Talk
Tell us about the opportunity you're pursuing, and we'll follow up in one business day. If you prefer, you can email