Chief of Staff

Title: Chief of Staff to the Chief Technology Officer

Location: This is a remote position

Reports to: Chief Technology Officer

Who We Are At Aptarro, we believe the best work happens when people feel valued, supported, and empowered to thrive! Our culture is grounded in our A.R.R.O.W core values, which guide everything we do and keep us moving forward – together.

✔Agile Mindset – We adapt and pivot with purpose. ✔ Relentless Resourcefulness – We find solutions, no matter the challenge. ✔ Raise Your Hand – We step up, own it, and contribute. ✔ Only What Matters – We simplify and focus on what drives impact. ✔ We Do Hard Things Together – We solve tough problems as a team.

We help healthcare providers get paid accurately and on time - without getting stuck in the complexity of billing, coding, and compliance. Our Revenue Cycle Management (RCM) solutions reduce denials, ensure compliance, and integrate seamlessly with EHRs, practice management, and hospital information systems - so providers can focus on what matters most: patient care.

We help our customers make right easy - every day.

What You’ll Do

The Chief of Staff to the Chief Technology Officer is a strategic partner and operational leader responsible for increasing the effectiveness, alignment, and scalability of the Technology organization. Working closely with the CTO, technology leadership team, and executive stakeholders, the Chief of Staff translates strategy into execution, strengthens operational governance, improves cross-functional collaboration, and ensures technology initiatives align with business objectives.

Role responsibilities

Strategic Partnership & CTO Leverage

• Serve as a trusted advisor and force multiplier to the CTO.
• Represent the CTO and technology organization across key initiatives and stakeholder forums.
• Develop executive communications, board materials, strategic narratives, and decision-support content.
• Lead high-priority initiatives from planning through execution and measurable outcomes.

Operational Excellence & Organizational Rhythm

• Design and improve operating frameworks, governance processes, planning cycles, and leadership cadences.
• Drive annual and quarterly planning, OKR management, resource planning, and performance reporting in partnership with the People Team.
• Improve organizational maturity across product development, software delivery, Agile practices, and AI-enabled workflows.
• Identify structural or process gaps and implement scalable solutions.

Cross-Functional Leadership & Alignment

• Build alignment across Engineering, Product, Finance, Operations, People, Sales, Marketing, and Executive Leadership.
• Facilitate integrated planning, resolve barriers, and improve execution across teams.
• Lead strategic cross-functional programs requiring enterprise-wide coordination.

Financial Stewardship & Budget Governance

• Partner with Finance and the CTO on budgeting, forecasting, vendor management, and investment planning.
• Provide visibility into technology spending, performance metrics, and resource allocation.

Organizational Health & Leadership Enablement

• Assess organizational effectiveness, team structure, leadership alignment, and workforce health.
• Partner with leaders on leadership development, communication, and change management efforts.
• Serve as a trusted and confidential advisor on complex organizational challenges.
• Build trust quickly across a diverse leadership team; approach everything with a collaborative, diagnostic mindset - not as an external change agent

Strategic Initiatives & Special Projects

• Monitor industry and emerging technology trends, including AI, and provide actionable recommendations.
• Synthesize business and technology insights into executive-level recommendations.

What You Bring

• 10+ years of progressive experience in technology operations, engineering effectiveness, or Chief of Staff roles supporting CTO- or VP-of-Engineering-level leaders

•

• Demonstrated experience building operating infrastructure from scratch - planning cycles, delivery cadences, budget governance, cross-functional alignment frameworks
• Proven ability to work at the intersection of strategy and execution - translating ambiguous priorities into clear, accountable plans
• Strong executive presence; comfortable representing senior leadership in high-stakes forums and facilitating discussions with ELT, board members, and PE sponsors
• Exceptional written and verbal communication skills; ability to craft executive narratives and board-ready materials
• Experience operating in PE-backed, high-growth, or post-merger environments - understanding the pace, pressure, and accountability these organizations require
• High degree of integrity, discretion, and emotional intelligence; capable of handling sensitive organizational dynamics with care
• Strong pattern recognition and systems-thinking orientation - drawn to root causes, not symptoms
• Experience in or strong familiarity with SaaS or technology companies; comfort with engineering and product concepts without requiring a technical engineering background
• Preferred
• Experience supporting a CTO or technology executive in a healthcare, health IT, or similarly regulated SaaS environment
• Familiarity with Agile delivery frameworks; experience assessing or improving SDLC maturity
• Exposure to M&A integration or post-acquisition organizational work
• PMP certification or equivalent program/project management credential
• Experience working directly with PE sponsors, boards, or investor-level stakeholders
• Prior experience as the first person in a Chief of Staff role - comfortable establishing structure where none exists

Equal Employment Opportunity:

Aptarro is an Equal Opportunity Employer and does not discriminate against any employee or applicant for employment because of race, color, religion, sex, age, national origin, disability, military status, genetic information, sexual orientation, marital status, domestic violence victim status or status as a protected veteran or any other federal, state or local protected class. Equal Opportunity Employer/Protected Veterans/Individuals with Disabilities