Raintree Systems

Raintree Systems

Chief of Staff | SaaS | Healthcare IT

United States
Sep 8, 2023
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Chief of Staff

Location: Remote U.S.

This position may be performed remotely, preferably from one of the following U.S. states: AL, AZ, FL, GA, IN, KS, MA, MI, MS, NC, NV, OR, PA, SC, TN, TX. (Must be willing to work West Coast hours)

The position requires approximately 10% travel

Reports to: CEO

Raintree is on a mission to transform post-acute therapy in this country. We are a fast-growth, private-equity-backed, software-as-a-service (SaaS) business that provides the core software system for the majority of enterprise-scale therapy businesses in North America. Our clients are the leaders in the field of Physical, Occupational, Speech and Behavioral Therapy and have complex and sophisticated businesses that rely upon Raintree to deliver patient engagement, an Electronic Health Record system and billing software in an all-in-one platform. Raintree has a long history of success in the industry but as a recently Private-Equity-backed business now has the mandate, ambition and resources to revolutionize both access and the quality of outcomes for therapy patients.

Raintree is looking for an exceptional individual for the role of Chief of Staff. In this role you will be supporting Raintree’s CEO and other key executives in managing key operational and strategic projects. This is not by any means a high-powered Executive Assistant or Project Manager, it is a key partner to the CEO and his direct reports. It is a rare opportunity for a very high-potential executive to significantly accelerate their career trajectory by working side-by-side with a highly experienced and successful CEO on an opportunity that is both complex and where the potential outcome is extremely significant.

Role Overview:

  • An air traffic controller for the CEO and his reports
  • An integrator connecting work streams that would otherwise remain siloed
  • A communicator linking the leadership team and the broader organization
  • An honest broker and truth teller when the leader needs a wide-ranging view without turf considerations
  • A confidant to the CEO and others on the Executive Team without an organizational agenda

Duties and Responsibilities:

  • Assist in the creation and reporting on company and department OKRs and KPIs
  • Support the CEO in creating the agenda and producing supporting materials for weekly Executive Leadership Team (ELT) meetings and Quarterly Offsites
  • Assisting with annual strategic and operational planning
  • Managing major cross functional projects that are the highest priority to achieving our company goals
  • Detailed review of the executive data pack that the ELT looks at on a weekly basis and improve the quality of the KPIs we review and manage the collection of that information set each week
  • Managing cross-company communications including the collation of materials for the monthly Company All Hands Meetings
  • Overseeing the collection and refinement of Board materials for our monthly operational review and our quarterly Board meetings
  • Filling temporary gaps from time to time in executive leadership or providing departmental leaders additional bandwidth where necessary
  • Leading strategic analyses conducted in collaboration with our Private Equity partner’s growth team
  • Assisting with Corporate Strategy, Due Diligence and overseeing Post-Merger Integration of acquired companies

Position Proficiencies and Requirements:

Successful candidates will possess the following skills and experience:

Higher education: An MBA or masters in a related field like finance from a Top 10 university

Interpersonal skills: Excellent communication skills combined with a high degree of emotional intelligence and diplomacy

Analytically oriented: A strong affinity with data, process engineering and analytics is required to be successful in this role. Experience as a top tier strategy consultant or similar within a Private Equity environment would be highly advantageous

Leadership: Several years of prior experience in a business or executive management position, specifically overseeing multiple departments with an emphasis on communication, problem-solving, and leadership skills

Project management: Planning, overseeing, and implementing strategic initiatives requires experience with project coordination, budget management, data analysis, and strong decision-making skills

Ambition: This role would best suit someone who has an exemplary track record of achievement that aspires to ultimately hold a CEO or COO title at a growth technology company. Although this is not intended to be a successor to those roles at Raintree you will be developing experience and skills that will be invaluable in achieving that ambition in the technology industry

Ideally experience will also include:

  • Knowledge of Electronic Medical Record, Patient Engagement and Medical Billing systems
  • Software Company Transformation

Compensation and benefits are designed to be competitive enough to attract the best talent. We offer a progressive mission-driven culture with a focus on ambitious over-delivery and client-centricity. We intend for Raintree to be a career-defining experience for all who join us in our journey. We look forward to meeting you!

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 One Passionate Family

Our Perks

  • Remote Work/Work From Home
  • Paid Time Off/11 Paid Holidays/Year-End Holiday Break
  • Health, Dental, Vision, HSA/FSA
  • 401K with Company Match
  • Disability & Life Insurance
  • Employee Assistance Program
  • Paid Parental Leave

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.

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