About InvoiceCloud : InvoiceCloud is a fast-growing fintech leader recognized with 20 major awards in 2025, including USA TODAY and Boston Globe Top Workplaces, multiple SaaS Awards wins for Best Solution for Finance and FinTech, and national customer service honors from Stevie and the Business Intelligence Group. Judges also highlighted our mission to reduce digital exclusion and restore simplicity and dignity to how people pay for essential services, as well as our leadership in AI maturity and responsible innovation. It’s an award-winning, purpose-driven environment where top talent thrives.

com . Job Details: We are seeking a highly strategic and execution-focused Chief of Staff to support the Executive Leadership Team. This role serves as a trusted advisor and strategic partner to executive leadership, leading enterprise initiatives that improve organizational performance, accelerate growth, and strengthen operational excellence.

The successful candidate will drive complex cross-functional programs, influence executive decision-making, coordinate strategic priorities across the organization, and ensure timely execution of initiatives that advance company objectives. Success Profile: This role is anchored in our company’s leadership competencies. These competencies reflect the mindsets and behaviors that define success in this role.

Below is how each competency translates into meaningful impact and outcomes for this position. Strategic Lead enterprise-wide, cross-functional strategic initiatives that improve organizational performance, accelerate revenue growth, and increase operational efficiency. Partner with the CEO, CFO, and Executive Leadership Team to execute strategic priorities, including post-merger integration activities, executive planning, and organizational initiatives.

Coordinate implementation of company and Vista Equity Partners best practices across business functions to strengthen operational maturity. Evaluate and responsibly leverage AI and automation technologies to improve strategic planning, executive decision support, program execution, and operational efficiency while maintaining appropriate governance and business oversight. Results-Driven Lead the successful execution of multiple high-impact strategic initiatives simultaneously while balancing competing priorities and organizational demands.

Establish, monitor, and communicate key performance indicators that measure execution progress and business outcomes. Proactively identify execution risks, develop mitigation strategies, and drive timely resolution of issues impacting organizational objectives. Collaboration Partner across executive leadership and functional organizations to coordinate strategic initiatives, align priorities, and drive enterprise execution.

Represent executive leadership with strategic customers, external stakeholders, and key business partners to resolve complex business issues and strengthen organizational relationships. Serve as the primary company liaison for Vista Equity Partners and Vista's Value Creation Team regarding strategic initiatives. Partner with executive leadership to coordinate enterprise planning activities, including leadership offsites, Board preparation, and strategic operating rhythms.

Communicates Effectively Communicate complex business information, strategic recommendations, and initiative progress clearly to executive leadership and key stakeholders. Elevate critical business issues to the CEO with data-driven recommendations and actionable mitigation plans. Serve as the executive point of contact for sensitive matters including strategic customer escalations, litigation coordination, and executive communications.

Foster transparency, alignment, and accountability through effective executive communication across the organization.

Requirements

Bachelor's degree required; MBA strongly preferred.