About CommunityConnect Labs

CommunityConnectLabs (CCL) is a mission-driven technology organization that helps governments and nonprofits reach, serve, and empower marginalized communities. Our platform delivers accessible, mobile-first communication and AI tools to improve access to public services—from Medicaid and SNAP enrollment to elections, business licensing, and workforce development. With a focus on SMS, IVR, and AI automation, we help public agencies deliver critical services more effectively, equitably, and at scale. We’ve supported over 10 million people across the U.S. and are recognized by Twilio.org, Amazon, Service to the Citizen, and New Media Ventures for our social impact innovation.

The Opportunity

The Chief of Staff will be a strategic partner to the executive leadership, with a deep understanding of technology and professional services. The ideal candidate will bring hands-on experience in managing complex technology projects, operational improvements, and client-facing services, ensuring alignment between executive priorities and team execution.

Key Responsibilities

• Serve as a trusted advisor to the CEO, supporting strategic planning and operational execution for software and professional services initiatives.
• Lead cross-functional projects, including product development, system integrations, and service delivery enhancements, with a focus on SMS, chatbot, and case management platforms.
• Act as a liaison between engineering, product, sales, and support teams to ensure seamless coordination and delivery of technology solutions.
• Manage executive communications, prepare leadership briefings, and facilitate strategic discussions with stakeholders.
• Oversee internal processes, identifying opportunities to improve efficiency, scalability, and quality of service delivery.
• Guide the implementation of new technology solutions and professional services, ensuring alignment with business goals and client requirements.
• Track key performance indicators and provide actionable insights to drive organizational growth and operational excellence.
• Support the leadership team in scaling the organization, managing change, and adapting to rapid technological advancements.

Qualifications

Required

• 10+ years of experience in technology, SaaS, or professional services, with a proven track record in project management, operations, or strategic roles.
• Experience with managing technology teams, product launches, or service delivery projects within a fast-paced environment.
• Background in B2B software
• Background in Consulting Services or Professional Implementation Services
• Exceptional communication, leadership, and organizational skills, with the ability to influence and inspire cross-functional teams.
• Familiarity with operational metrics, data reporting, and process improvement methodologies.
• Advanced degree is preferred

Preferred

• Proven success in technology-driven companies or professional services firms.
• Experience with scaling technology solutions, managing client relationships, and driving innovation.
• Deep understanding of SaaS, API integrations, and data analytics/reporting.

Why Join Us

• Mission impact: Your work helps millions access healthcare, housing, and essential services
• Strategic influence: Shape how governments leverage technology to serve communities
• Remote-first culture: Work anywhere with a results-focused team
• Growth opportunities: Expand leadership responsibilities in a fast-growing organization

Compensation & Benefits

• Competitive senior-level salary
• Full health, dental, vision coverage + generous PTO
• Professional development stipend
• Travel opportunities (10-15%)