[Hiring] Chief of Staff @Tebra

Role Description

The Chief of Staff is a strategic force multiplier for the CEO. While our Executive Assistant (already in place) ensures the CEO’s time and logistics are optimized, the Chief of Staff ensures the CEO’s priorities are executed across the organization. You will operate as a trusted proxy for the CEO—stepping into rooms, driving decisions, and connecting dots across functions that no one else is positioned to see. This is a senior, high-altitude leadership role designed for a strategic operator who wants broad organizational impact and a seat at the table during Tebra’s next phase of growth.

Your Area of Focus

• Strategic Planning and Execution: Translate board and CEO priorities into company-wide operating plans and lead the quarterly/annual planning cadence.
• Executive Team Effectiveness: Design and facilitate leadership team meetings to ensure follow-through on decisions and identify organizational friction early.
• Strategic Program Management: Own the cross-functional execution of Tebra’s most critical, multi-year strategic initiatives to drive growth.
• Board and Investor Relations: Partner with the CEO and CFO to build board decks, draft investor communications, and manage the cadence of content.
• Internal Communications: Shape the CEO’s internal narrative, draft all-hands talking points, and ensure consistent messaging across the leadership team.
• Special Projects: Serve as the CEO’s “fixer” for high-stakes problems, such as competitive analysis, M&A strategy, and organizational design.
• Decision-Making Support: Synthesize complex information into clear recommendations to allow the CEO to make high-quality decisions quickly.
• Organizational Health: Keep a pulse on culture, morale, and emerging issues that may not surface through normal reporting channels.

Qualifications

• 7 to 15+ years of professional experience, with meaningful time spent in management consulting, corporate strategy, business operations, or a prior Chief of Staff role.
• A strong track record in B2B software or SaaS environments is strongly preferred.
• The ability to think strategically while remaining comfortable in the "weeds" of tactical execution.
• A proven ability to drive outcomes and lead cross-functional initiatives through people who do not report to you.
• Proficiency with financial models, operational metrics, and data-driven decision-making.
• The credibility and communication skills to represent the CEO in high-stakes settings with the board, customers, or the executive team.
• The ability to build a deep trust relationship with the CEO that allows for honest, two-way feedback.
• Understands how AI tools can drive operational efficiency and can credibly lead adoption across non-technical functions.
• An MBA or equivalent advanced degree is preferred, though strong operating experience is highly valued.

Requirements

• Zone 1 (National Average) pay band: $200,000 — $228,500 USD.
• Compensation is determined by experience, qualifications, the specific requirements of the role, and your Geo Zone.
• Geo zones reflect varying costs of labor across regions.

Benefits

• Competitive and fair compensation.
• Opportunity for variable pay.
• Robust benefits package reflecting commitment to overall well-being.
• Discounts through Dell for work-from-home basics.
• Resources for mental health and fitness, including Gympass and Telus Employee Assistance Program.
• Wellness and childcare subsidy in Costa Rica.
• University/Education discount in Costa Rica.

Company Description

Tebra is the only all-in-one EHR+ platform built exclusively for independent healthcare practices. Designed to replace the clunky, fragmented tools built for corporate systems, Tebra connects EHR software, billing, automation, telehealth solution, and marketing — so providers can spend less time on admin and more time with patients. More than 42,000 private practices trust Tebra to streamline operations, increase revenue, and reduce burnout — helping clinicians leave work on time and rediscover their purpose. Learn more at www.tebra.com .

Our Values

• Start with the Customer: We get to know our customers - and their patients - and look at the world through their lens.
• Keep It Simple: Healthcare is too complex. We aim to simplify it for everyone.
• Stay Entrepreneurial: We reject the status quo and solve problems with creativity, perseverance, and a bias to action.
• Better Together: We are diverse, humble, and collaborative. We put the team first and win together.
• Celebrate Success: Life is short and joy is underrated. We take time to have fun and celebrate success.