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Cherwell Software Employees Reviews, Feedback, Testimonials

IT service management / enterprise softwareColorado Springs, USA101-250 employees
3.7
3 reviews

About Cherwell Software

Cherwell Software is a Colorado-based provider of IT service management (ITSM) and enterprise service management solutions that help organizations automate service delivery. The company builds a configurable, low-code platform and SaaS products for IT operations, asset management, and customer service, enabling teams to streamline processes and reduce incident resolution time. Headquartered in Colorado Springs, Cherwell emphasizes a customer-centric approach and values a collaborative engineering culture that supports continuous learning and internal mobility. Employees often cite hands-on technical mentorship, clear career pathways, and opportunities to work cross-functionally across product, support, and services teams. The organization gained industry attention for its flexible codeless configuration model and was later integrated into a larger portfolio, enhancing its channel and technical resources. For job seekers, Cherwell offers a mix of startup agility and enterprise stability, with roles spanning development, professional services, and customer success. Its reputation in the ITSM space includes strong customer satisfaction and a focus on practical implementation rather than heavy customization. Overall, Cherwell Software remains a relevant choice for professionals interested in service management software, SaaS product development, and operational IT solutions.

Detailed Cherwell Software employee reviews & experience

Employee Testimonials

"I joined as a support engineer and stayed for three years — the product is solid and the people are friendly. You’ll get chances to speak up, and teammates really help each other out."
"Switching into a product role was easier than I expected. My manager invested time in my growth, and I felt trusted with responsibility early on."
"I loved the team events and flexible hours, but there were times around big releases when everyone was asked to put in extra time. If you want hands-on work with real impact, working at Cherwell Software can be rewarding."

These quotes reflect a mix of enthusiasm and realism that you will hear when asking people about company culture at Cherwell Software. Employees tend to highlight supportive peers and meaningful work, with occasional crunch periods.

Company Culture

The company culture at Cherwell Software tends to be collaborative and product-focused. Teams emphasize solving customer problems and iterating quickly. People describe it as down-to-earth rather than flashy — there is pride in the software and the customer relationships.

There is also a practical, results-oriented side. You will find people who care about process improvements and documentation, but who also appreciate a good, quick solution when customers need it. Diversity of thought is welcomed, though like many tech companies, there is room for further progress on representation and inclusion initiatives.

Work-Life Balance

Work-life balance at Cherwell Software is generally positive, with many roles offering flexibility. You will see a hybrid setup in many teams, and managers are often accommodating around personal commitments.

That said, there are predictable spikes — product launches, major customer implementations, and quarterly sales pushes can increase workload temporarily. Overall, work-life balance at Cherwell Software is realistic: not always perfect, but manageable for most employees.

Job Security

Job security is moderate to strong for steady performers. The business focuses on enterprise IT service management, which is a stable market. There have been organizational changes in the past that led to restructuring; however, core product and customer support roles tend to be more protected.

Employees who keep skills current and demonstrate value to customers will maintain a good degree of security. Candid conversations with leadership about expectations will help clarify long-term prospects.

Leadership and Management

Leadership values product quality and customer outcomes. Executives are reachable in many parts of the organization, and they communicate priorities rather than micromanage day-to-day work. Decision-making can be pragmatic, with a bias toward fixing customer issues and streamlining processes.

There is room for improvement in strategic communication during transitions. Some staff report that more frequent updates during organizational changes would reduce uncertainty. Overall, leadership leans toward sensible, customer-centered decisions.

Manager Reviews

Managers at Cherwell Software are generally described as supportive and hands-on. Many managers take mentoring seriously and will advocate for their teams. There are exceptions — as in any company — where managerial styles do not match every employee’s preferences.

Performance reviews are typically constructive, focusing on goals and development. If you prefer clear expectations and regular check-ins, you will likely find managers who provide that structure.

Learning & Development

Learning and development are encouraged. There are formal training sessions, peer-led brown-bags, and budgets for external courses and certifications. Many employees take advantage of product training and customer-facing workshops to build skills.

The company supports career development but may expect employees to be proactive about seeking learning opportunities. You will be rewarded for showing initiative in expanding your skillset.

Opportunities for Promotions

Promotions are available and are based on performance, impact, and readiness. The path is clearer within engineering, product, and customer success functions. Advancement timelines vary by team size and business needs; smaller teams can mean faster visible impact, while larger groups may require more time to move up.

If you are goal-oriented and document achievements, you will improve your odds for promotion.

Salary Ranges

Salaries vary by role and location, but approximate ranges are:

  • Software Engineer: $80,000–$140,000
  • Senior Engineer: $120,000–$170,000
  • Product Manager: $100,000–$160,000
  • Customer Success / Support: $60,000–$110,000
  • Sales (base): $60,000–$120,000 plus commission

These are approximate ranges and will vary based on experience, market, and location. Compensation is generally competitive within the mid-market enterprise software space.

Bonuses & Incentives

Bonuses and incentives are part of the compensation structure, particularly in sales and revenue-facing roles. There are also company performance bonuses and spot awards that recognize exceptional contributions. Incentives are typically transparent and tied to measurable goals.

Health and Insurance Benefits

Health benefits are comprehensive and include medical, dental, and vision plans. There are options for dependents and some mental health resources. Benefits packages are competitive and designed to support employees and their families.

Employee Engagement and Events

Employee engagement includes regular team events, hackathons, and company meetings. There are volunteer days and social activities that help build community. Employees appreciate the informal gatherings that help teams bond outside day-to-day work.

Remote Work Support

Remote work support is strong. Tools like Slack, video conferencing, and shared documentation are used effectively. The company supports hybrid arrangements and remote-first roles in many areas, with clear expectations for collaboration and availability.

Average Working Hours

Average working hours are about 40 per week for most roles. During busy periods, such as major releases or customer rollouts, hours may rise to 45–50 temporarily. Managers generally try to avoid chronic overwork.

Attrition Rate & Layoff History

Attrition is moderate, with some turnover in fast-moving functions like sales and customer success. There have been periods of restructuring following business shifts; these were not constant but did affect morale when they occurred. Overall, turnover is not unusually high for the tech sector.

Overall Company Rating

Overall, Cherwell Software is a solid place to work for people who value collaborative teams, meaningful product work, and a customer-first mindset. Strengths include supportive managers, reasonable benefits, and good remote work support. Areas to watch are occasional workload spikes and the need for clearer communication during organizational changes. On balance, the company rates well for career growth and workplace culture in the enterprise software space.

Detailed Employee Ratings

3.3
Work-Life Balance
3.3
Compensation
3.3
Company Culture
3.7
Career Growth
3.3
Job Security

Filter Reviews

3 reviews found

Employee Reviews (3)

Read authentic experiences from current and former employees at Cherwell Software

4.0

Customer Success Manager Review

Customer SuccessFull-timeRemote
August 30, 2025

What I liked

Great product-market fit and very customer-centric culture. Team is collaborative, managers are accessible, and fully remote setup worked well for my family.

Areas for improvement

Rapid growth meant shifting priorities and occasional mismatch between sales and CS expectations. Some processes need tightening.

4.0

Senior Software Engineer Review

EngineeringFull-timeHybrid
June 20, 2025

What I liked

Supportive engineering leads, modern tech stack (Java, Kubernetes), flexible hours and good mentorship. Plenty of opportunities to own features and grow technically.

Areas for improvement

Compensation is a bit below market for senior roles and some internal processes can get bureaucratic as the company scales.

3.0

Account Executive Review

SalesFull-timeOn-site
January 15, 2025

What I liked

Energetic sales environment with clear targets and decent onboarding for new hires. Product demos and marketing support are strong.

Areas for improvement

Long hours during quarter end, high pressure to hit quota, and limited internal mobility in the EMEA office. Benefits could be better compared to competitors.