Work Smart. Have Fun. Deliver Results.

Join Crestwood Associates: Where Your Career Thrives

Be Part of a Values-Driven Team Making a Difference

At Crestwood Associates, we’re more than a Microsoft Gold Partner and Acumatica ERP Partner—we’re a growing team of passionate individuals dedicated to helping businesses modernize their operations. If you’re motivated by innovation, collaboration, and excellence, we’d love to have you on board. Join a team where your work matters, your growth is supported, and your contributions are celebrated. Let’s build the future of ERP together.

The Heart of Crestwood

CORE VALUES

At Crestwood Associates, our core values shape everything we do—from how we serve our clients to how we hire, promote, and support our team. These values ensure we deliver excellence while fostering a collaborative, growth-oriented culture:

Work Smart

Integrity: Be transparent. Do the right thing. Accountability: Inspired self-responsibility.

Have Fun

Be Curious: Continuous learning and exploration. Collaborative: Make work light.

Deliver Results

Excellence: Surpass limitations with precision.

How We Hire: Finding the Right Fit

We’re dedicated to finding the right fit for every role. That’s why we use the Entrepreneurial Operating System (EOS) to guide our hiring process, ensuring a perfect match for both you and our team. Here’s how we identify impact players who thrive:

Do They Fit Our Values? We look for candidates who share our core values of integrity, collaboration, and excellence.
Do They Get It? We seek individuals who truly understand the role, our culture, and our vision—ensuring they “get” what it means to be part of Crestwood.
Do They Want It? We want team members who are motivated, eager to contribute, and passionate about their work.
Do They Have the Capacity? We ensure candidates have the skills, experience, unique abilities, and emotional capacity to excel.

Our hiring process typically takes 2-4 weeks and includes touchpoints with department executives, directors, and team members. This collaborative approach ensures a mutual fit, giving you a deeper understanding of our culture while we assess your potential to make an impact.

Our Benefits

Supporting Your Growth and Well-Being

We’re committed to supporting our team’s growth and well-being with a comprehensive benefits package that goes beyond the basics. From flexible time off to robust health coverage and rewarding perks, we ensure you have the resources to thrive—both at work and in life.

VACATION AND HOLIDAYS

Flexible Paid Vacation & Holidays

Full-time employees enjoy flexible paid holidays and flexible PTO after 90 days

HEALTH BENEFITS

Health Insurance

BCBS medical insurance, Principal insurance, VSP vision insurance, and short/long-term disability coverage.
Employer 100% provided Teledoc coverage for all family members

LIFE INSURANCE AND RETIREMENT

Flexible Paid Vacation & Holidays

$25K employee life insurance (premiums paid by Crestwood), plus supplemental life and critical care for employees, spouses, and children.
Simple IRA retirement plan with company match, performance bonuses (varies by position), and an industry-leading commission plan for sales.

MORE THAN THE TYPICAL

PERKS AND BONUSES

All equipment provided and maintained, so you can focus on what you do best.
Quarterly conversations and annual reviews to ensure you’re growing and making an impact.
Annual enrichment planning and investment by Crestwood to support your professional development.
Awardco Milestones program to reward and recognize your achievements.
Variable compensation and bonus plans to share in our success.
Annual 100% paid on-site company meeting to connect, celebrate, and grow together.