Waystar

HQ
Louisville
Total Offices: 4
1,757 Total Employees
Year Founded: 2017

Waystar Leadership & Management

Updated on July 01, 2026

Frequently Asked Questions

Management Quality

Waystar's management approach emphasizes accessibility, accountability, development, and collaboration. Employees are encouraged to take ownership of their work while receiving support from leaders who help remove obstacles, provide feedback, and create opportunities for growth. Employees frequently highlight manager support, leadership accessibility, and a culture where employees feel trusted to contribute ideas and make an impact.

  • Managers are expected to be accessible and engaged: Employees frequently describe leaders as approachable and willing to provide guidance when needed. Rather than operating with significant hierarchy, employees often work closely with managers and senior leaders on projects, problem-solving, and decision-making. This accessibility can help employees gain visibility into business priorities while feeling comfortable raising questions, sharing ideas, or seeking support. (Glassdoor)
  • Leadership emphasizes ownership rather than micromanagement: Waystar's values—including Curiosity; Fanatical Focus; Best Work, Always; and Making It Happen—encourage employees to take initiative and solve problems. Managers are expected to provide direction and support while empowering employees to make decisions, contribute expertise, and drive results. This approach allows employees to develop confidence and leadership skills while maintaining accountability for outcomes.
  • Feedback and development are viewed as part of the job: Managers play an active role in helping employees build skills and advance their careers. Through mentorship, coaching, professional development opportunities, and ongoing feedback, employees are encouraged to continue growing throughout their careers. Employees often have opportunities to expand their responsibilities, work on new challenges, and gain exposure to different parts of the business.
  • Cross-functional collaboration is encouraged by leaders: Because many of Waystar's products and initiatives span multiple teams, managers frequently help employees build relationships across engineering, product management, client success, operations, analytics, sales, and other functions. This collaborative approach helps employees develop broader business knowledge while learning from colleagues with different backgrounds and expertise.
  • Managers help connect daily work to the company's mission: Waystar's technology supports more than 1 million healthcare providers and helps simplify healthcare payments across the country. Leaders often reinforce how individual projects contribute to broader business goals and customer outcomes, helping employees understand the impact of their work on healthcare organizations and the patients they serve.
  • Employee wellbeing is part of effective leadership: Employees suggest that many managers recognize the importance of flexibility, work-life balance, and sustainable performance. Employees frequently cite supportive managers and understanding leadership as positive aspects of the workplace experience. This focus helps employees navigate competing priorities while continuing to perform at a high level.
  • Leaders support a culture of inclusion and belonging: Managers play a role in fostering an environment where employees feel respected, valued, and comfortable contributing their perspectives. Waystar's commitment to inclusion is reinforced through employee communities, mentorship opportunities, and a workplace culture that encourages collaboration across different backgrounds and experiences.
  • Leadership employees trust: Employees frequently point to managers as a strength of the employee experience. Employees often describe leaders as supportive, communicative, and invested in helping people succeed. Common themes include managers who provide autonomy while remaining available when needed, leaders who encourage professional development, and teams where employee ideas are heard and valued. Employees also frequently mention the accessibility of leadership and the willingness of managers to help remove barriers so teams can focus on meaningful work. (Glassdoor; Great Place to Work)
  • External signals:
    • Management rating: Employees rate Waystar 4.1 out of 5 for senior management. (Glassdoor)
    • Employee recommendation rate: 83% of employees would recommend Waystar to a friend. (Glassdoor)
    • Employee care: 93% of employees say people care about each other at Waystar. (Great Place to Work)
    • Welcoming environment: 94% of employees say new employees are made to feel welcome. (Great Place to Work)
    • Great Place to Work score: 90% of employees say Waystar is a great place to work. (Great Place to Work)
    • Positive business outlook: 80% of employees have a positive outlook for the company. (Glassdoor)

Bottom line: Managers at Waystar are expected to balance accountability with support. Employees are encouraged to take ownership of their work, contribute ideas, and grow professionally while benefiting from accessible leaders, collaborative teams, ongoing development opportunities, and a culture that emphasizes both performance and employee wellbeing.

Waystar's Candidate Tradeoffs

If you’re weighing whether Waystar is the right fit, these are the core tradeoffs to consider.

  • Waystar places greater emphasis on autonomy paired with clear accountability and measurable standards than on loosely defined roles with flexible performance expectations.

Waystar Employee Perspectives

Waystar’s leaders play an active role in employee development by sharing their expertise, providing guidance and helping teams build a deeper understanding of the healthcare industry. Employees value leadership that is accessible, invested in their success and committed to helping them grow both professionally and personally.

“We have executive leadership actively involved in helping accelerate knowledge about the industry that we're in.”

Susan Staples
Susan Staples , EVP of People Operations
From the article: YouTube | Meet Susan

Waystar’s leaders prioritize visibility and connection, creating opportunities for employees to engage directly with senior leadership. Employees value having accessible leaders who take the time to build relationships, communicate openly and stay connected to the people driving the company forward.

“One thing I love about Waystar is how interactive Matt Hawkins is with every employee. I've seen him way more times than any other CEO I've ever worked for.”

Kelly Smith
Kelly Smith, Sr. Product Manager
From the article: YouTube | Meet Kelly

What People Are Saying About Waystar

  • Strategic Vision & Planning: Public materials repeatedly center on a singular mission to simplify healthcare payments and a strategy to advance an autonomous revenue cycle by embedding AI across workflows, echoed across the website, investor materials, and press.
  • Purposeful Goal Setting: Guidance and KPIs are provided on a quarterly and annual cadence (revenue growth, margins, net revenue retention), explicitly tied to the product roadmap. Investor communications lay out a roadmap and adoption metrics, giving stakeholders tangible gauges of progress.
  • Collaborative & Aligned Leadership: Messaging is consistent across mission statements, product launches (e.g., Innovation Showcases, AltitudeAI), M&A (Iodine Software), and investor channels. This cross‑channel alignment indicates leadership, product, and go‑to‑market operate from the same plan.

Waystar's Benefits

Defined policies promoting a professional, respectful workplace

Defined values and mission statements

Documented policies and procedures to protect employee privacy and data

Hosts in-person all-hands meetings

Leadership is transparent and communicative

Open office floor plan to encourage communication and collaboration

Prioritizes mission-driven work in decision-making processes

Prioritizes real-world impact of work in decision-making processes

Promotes a people-first, social culture

Uses an OKR operational model to clearly define goals and priorities