Director of Engineering
Location: Tartu or Tallinn, Estonia Department: Department: Core DevelopmentReports to: VP of EngineeringTravel Requirements: 25%Raintree Systems is the rehabilitation and physical therapy software of choice in the United States for enterprise and large therapy provider organizations, managing over 50 million patient visits annually across more than 8,500 therapy clinics. Raintree offers a comprehensive, vertically integrated solution for therapy clinics, encompassing patient scheduling and clinical visit documentation.
Position Summary
We are seeking a technically strong and experienced Director of Software Development to lead our engineering teams in building Raintree’s next-generation platform. Reporting directly to the VP of Engineering, this hands-on leadership role is responsible for guiding architectural strategy, overseeing complex development initiatives, and mentoring teams to deliver high-quality, scalable, and secure solutions aligned with business goals. The Director will play a critical role in shaping platform evolution and will collaborate closely with the Raintree leadership team to ensure the right talent and structure are in place to execute the development roadmap with excellence.
Responsibilities
- Technical Leadership & Architecture
- Provide hands-on leadership across the full software development lifecycle (SDLC): architecture, design, implementation, deployment, and support
- Architect and design complex, high-performance systems with an emphasis on scalability, availability, and security
- Stay current with emerging technologies and evaluate their potential to enhance product capabilities and engineering efficiency
- Engineering Excellence
- Establish and drive best-in-class engineering standards, processes, and coding practices
- Ensure adherence to performance, scalability, and security guidelines throughout the development process
- Champion innovation by identifying and integrating new ideas, tools, and capabilities that align with business and platform objectives
- Team Leadership & Collaboration
- Lead, mentor, and develop engineering talent through coaching, feedback, and career development planning
- Collaborate cross-functionally with product management and other departments to define technical requirements and deliver high-quality solutions on time and within scope
Skills and Qualifications
- Deep understanding of modern software architectures, including Microservices, TypeScript, React, and AWS
- Strong expertise in software architecture, design patterns, cloud infrastructure (AWS), and DevOps best practices
- Demonstrated success in delivering complex, high-scale, and mission-critical systems
- Proven experience leading and scaling engineering teams within Agile environments (Scrum, Lean, Kanban)
- Experience managing vendor relationships and implementing effective offshore development strategies
- Exceptional leadership, collaboration, and communication skills, with the ability to align cross-functional teams around strategic goals
Preferred:
- Hands-on experience with microservices architecture, containerization technologies (Docker, Kubernetes), and CI/CD pipelines
- Strong background in SaaS, enterprise platforms, and high-availability, mission-critical systems
- Familiarity with regulatory and security frameworks, including HIPAA, OWASP, and industry standards such as NIST and CIS
Education and Experience
Required:
- Bachelor’s or Master’s degree in Computer Science, Engineering, or related field.
- 6+ years of software development experience, with 3+ years in a leadership or management role.
- 5+ years experience developing SaaS cloud based applications
About Raintree Systems
Raintree is the preeminent platform for enterprise and mid-sized therapy provider organizations. Our award-winning solutions in patient engagement and communications, clinical documentation, revenue cycle management (RCM), and business intelligence are tailored to the needs of physical therapy, occupational therapy, speech therapy, and ABA practices across all treatment settings.
Our Core Values
We put our Clients First - We are Open and Honest - We are
Disciplined, Yet Flexible
We love to Solve Problems - We are Committed to Greatness - We are a High Performance TeamRaintree Systems provides equal employment opportunities to all employees and applicants for employment and prohibits discrimination and harassment of any type without regard to race, color, religion, age, sex, national origin, disability status, genetics, protected veteran status, sexual orientation, gender identity or expression, or any other characteristic protected by federal, state or local laws.
Life at Raintree Systems
Thrive Here & What We Value1. Remote First Technology Company | 2. Emphasis on Innovation and Continual Process Improvement | 3. Passionate about Providing Quality Customer Service and Contributing to Team Success | 4. HIPAA Compliant Work Environment Required for This Role | 5. Employee Assistance Program Available</s> | 1. Remote work/Work From Home | 2. Paid Time Off/11 Paid Holidays/YearEnd Holiday Break | 3. Health, Dental, Vision, HSA/FSA | 4. 401K with Company Match | 5. Disability & Life Insurance | 6. Employee Assistance Program | 7. Paid Parental Leave | 8. Core Values: put clients first, open and honest, disciplined yet flexible, love to solve problems, committed to greatness, high performance team</s> | 3. Health, Dental, Vision, HSA/FSA,401K with Company Match | 4. Disability & Life Insurance | 6. Paid Parental Leave | 7. We put our Clients First We are Open and Honest - We are Disciplined, Yet Flexible | 8. We love to Solve Problems We are Committed to Greatness - We are a High Performance Team</s> | Raintree Systems values its employees and aims to provide them with game-changing career-defining moments that propel them to new heights. | The company is committed to being the best place for the best people, and looks for ambitious, creative thinkers ready to make an impact. | At Raintree, your ideas drive real change, your growth is limitless, and the work you do will touch millions of lives. | The company aims to be a high-performance team that values discipline yet flexibility, problem-solving, and greatness. | Raintree Systems provides equal employment opportunities to all employees and applicants for employment and prohibits discrimination and harassment of any type without regard to race, color, religion, age, sex, national origin, disability status, genetics, protected veteran status, sexual orientation, gender identity or expression, or any other characteristic protected by federal, state or local laws.</s> | Raintree values putting clients first and being open and honest | Emphasizes discipline while remaining flexible | Loves solving problems and is committed to greatness | Values high performance teams</s> | 1. Clientcentric approach | 2. Open and honest communication | 3. Disciplined yet flexible work style | 4. Love for solving problems | 5. Committed to greatness | 6. Highperformance team culture</s> | 1. Open and honest communication | 2. Disciplined, yet flexible approach | 3. Love for solving problems | 4. Committed to greatness | 5. High performance team</s> | 2. Emphasis on using technology to solve problems | 3. Collaborative environment with stakeholders at all levels | 4. Core values include putting clients first, being open and honest, disciplined yet flexible, loving to solve problems, committed to greatness, and a highperformance team. | 5. Equal employment opportunities for all employees and applicants for employment, prohibiting discrimination and harassment of any type without regard to race, color, religion, age, sex, national origin, disability status, genetics, protected veteran status, sexual orientation, gender identity or expression, or any other characteristic protected by federal, state or local laws.</s> | 1. Raintree is committed to putting clients first and providing highquality solutions tailored to their needs. | 2. The company values open and honest communication, discipline, flexibility, problemsolving, commitment to greatness, and being a high-performance team. | 3. Raintree provides equal employment opportunities to all employees and applicants for employment and prohibits discrimination and harassment of any type without regard to race, color, religion, age, sex, national origin, disability status, genetics, protected veteran status, sexual orientation, gender identity or expression, or any other characteristic protected by federal, state or local laws. | 4. The company offers remote work/work from home options, paid time off/11 paid holidays/yearend holiday break, health, dental, vision, HSA/FSA, 401K with Company Match, disability & life insurance, employee assistance program, and paid parental leave.</s> | 1. Raintree Systems puts its clients first and values open and honest communication. | 2. The company is disciplined yet flexible in its approach to problemsolving. | 3. Raintree loves to solve problems and is committed to greatness. | 4. The company fosters a highperformance team culture.</s> | 3. Commitment to Solving Problems | 4. High Performance Team | 5. Equal Employment Opportunities for All Employees and Applicants</s> | Raintree Systems values its employees and provides equal employment opportunities to all employees and applicants for employment. | The company is committed to being the best place for the best people, and aims to create a collaborative environment where ideas drive real change and growth is limitless. | Raintree Systems offers remote work options and paid time off/11 paid holidays/year-end holiday break. | The company provides health, dental, vision, HSA/FSA, 401K with Company Match, disability & life insurance, employee assistance program, and paid parental leave.</s> | 1. Raintree Systems is committed to providing equal employment opportunities to all employees and applicants for employment and prohibits discrimination and harassment of any type without regard to race, color, religion, age, sex, national origin, disability status, genetics, protected veteran status, sexual orientation, gender identity or expression, or any other characteristic protected by federal, state or local laws. | 2. Raintree Systems values teamwork and cooperation for team unity and provides focus and motivational support to achieve excellence in client satisfaction. | 3. Raintree Systems is committed to solving complex problems and providing meaningful analyses through verbal and written presentations. | 4. Raintree Systems fosters a highperformance team that is passionate about shaping the future of therapy technology while advancing careers alongside dedicated professionals who are as committed to success as employees are.</s> | 1. Raintree is committed to putting clients first and providing awardwinning solutions in patient engagement and communications, clinical documentation, revenue cycle management (RCM), and business intelligence. | 2. The company values open and honest communication, discipline, flexibility, problemsolving, commitment to greatness, and high performance. | 2. The company is disciplined yet flexible and loves to solve problems. | 3. They are committed to greatness and strive to be a highperformance team. | 4. Raintree Systems provides equal employment opportunities to all employees and applicants for employment and prohibits discrimination and harassment of any type without regard to race, color, religion, age, sex, national origin, disability status, genetics, protected veteran status, sexual orientation, gender identity or expression, or any other characteristic protected by federal, state or local laws. | 5. The company offers remote work/work from home options for eligible employees.</s> | 1. Collaborative team environment with opportunities for growth | 2. Tightknit team with team events | 3. Modern development practices and a continuous learning culture with an individual development plan and career guidance | 4. Competitive compensation and benefits package | 5. Paid bonus vacation during Christmas week | 6. Stebby for the health and sports bonus | 7. Keep full salary when on military exercises | 8. Beautiful office space in Tartu with flexible work arrangements | 9. Dedicated mentorship and ongoing support from senior engineers to ensure you thrive from day one</s> | 1. We put our Clients First We are Open and Honest - We are Disciplined, Yet Flexible | 2. We love to Solve Problems We are Committed to Greatness - We are a High Performance Team</s> | 1. Innovation: Dive into the world of Medical SaaS with the industryleading Therapy EMR. | 2. Impact: Be at the forefront, shaping the future of healthcare by driving transformative business solutions. | 3. Career Advancement: Seize the unique opportunity to fasttrack from foundational skills to a closing role in a dynamic convergence of tech and healthcare. | 4. Competencies for Success: Exceptional verbal, listening, and written communication skills. Analytical problemsolving skills. Accountable ownership of responsibilities and outcomes. Relationship-building skills. Strong customer focus prioritizing client success at all times.</s> | 8. HIPAA Compliant Environment | 9. Controlled and Dedicated Workspace Required to be Successful</s> | 3. Selfmotivated individuals encouraged to take on new challenges and motivate teams in fostering solutions to the hurdles they face. | 4. Ownership for what we do, whether supporting IT infrastructure, IT Applications, or developing new technology inhouse. | 5. Passionate about providing quality customer service and contributing to team success.</s> | Raintree Systems values its employees and aims to be the best place for the best people. They are committed to their success as much as they are. | The company encourages creativity and innovation in its employees, providing opportunities for career-defining moments that propel them to new heights. | Raintree Systems is dedicated to shaping the future of therapy technology while advancing careers alongside other professionals who are equally committed to success. | They prioritize continuous learning and improvement, with a mindset of always striving to be better. This includes being open and honest in all interactions, disciplined yet flexible, and committed to greatness.</s> | 1. Raintree Systems aims to be the best place for the best people. | 2. They are looking for ambitious, creative thinkers ready to make an impact. | 3. At Raintree, your ideas drive real change, your growth is limitless, and the work you do will touch millions of lives. | 4. Ready to ignite your career and leave a lasting legacy? Join us and be part of something extraordinary. | 5. They aim to foster effective communication and collaboration across departments to ensure smooth execution of product development and delivery.</s> | 2. Mostly work on greenfield projects | 3. Tightknit team with team events | 4. Modern development practices and a continuous learning culture with an individual development plan and career guidance | 5. Competitive compensation and benefits package | 6. Paid bonus vacation during Christmas week | 7. Stebby for the health and sports bonus | 8. Keep full salary when on military exercises | 9. Beautiful office space in Tartu with flexible work arrangements</s>
