Financial Systems Administrator

Department: Accounting & Finance

Reports to: Chief Accounting and Administrative Officer

Location: Chicago, IL

This role will be performed onsite in the Chicago office.

Adventurous Journeys Capital Partners (“AJCP”) is seeking a Financial Systems Administrator to serve as the firm’s primary point of contact for accounting and finance technology and support its rapid growth across various investment platforms focused on the hospitality, mixed-use, and single-family rental sectors. A purpose-built role at the intersection of systems architecture, accounting process, and operational administration.

ABOUT AJCP

Adventurous Journeys ("AJCP") Capital Partners is a vertically integrated real estate investment manager founded in 2008. The firm repositions real estate to build timeless, scalable businesses and brand platforms. We deliver returns on transformative real estate by applying placemaking, inspired design, and hospitality principles to spaces overlooked or undervalued by traditional investment firms. The firm’s current portfolio includes $5.9 billion of assets across 100+ properties and 50+ geographic markets. With a mission to humanize hospitality through handcrafted projects made by people for people, AJCP delivers spaces that evoke emotional connections and become backdrops for enriching life experiences. Our headquarters are in Nashville, with offices in Chicago, London, and Miami. For more information on AJCP, please visit www.ajcpt.com.

ABOUT THE ROLE

The Financial Systems Administrator will own the administration, connectivity, and continuous improvement of AJCP’s accounting and finance technology stack. This is not a pure IT role — we are looking for someone who understands how accounting processes work, how financial data flows through systems, and how to configure and optimize those systems to support a complex, multi-entity real estate investment environment.

This role will report directly to the Chief Accounting and Administrative Officer and will work cross-functionally with Accounting, Finance, Capital Markets, and Investments to ensure systems are aligned with the firm’s reporting and operational needs.

WHAT YOU WILL DO

System Administration & Access Management

• Serve as AJCP’s primary point of contact for provisioning and deprovisioning user access across all accounting and finance platforms
• Own system configurations, role-based permissions, and security settings across the firm’s core financial tools
• Maintain an accurate inventory of system licenses, user access, and active integrations across the portfolio

Integrations and Connectivity 

• Ensure reliable API connections and data feeds between financial systems, including property management platforms, GL/ERP, banking, and investor reporting tools
• Troubleshoot integration failures and coordinate resolution with vendors and internal stakeholders
• Document and maintain data mapping and flow across systems to ensure accuracy and integrity
• Apply integration best practices across a mixed environment of native connectors, file-based (CSV) feeds, and SFTP transfers — recognizing that not every system in the stack is API-native, and designing accordingly
• Bring forward-looking judgment on where AI and automation can reduce manual touchpoints in the accounting/finance tech stack (e.g., invoice coding, reconciliation, reporting assembly), and proactively surface opportunities

Reporting & Data

• Build, maintain, and distribute financial and operational reports supporting accounting close, fund reporting, and lender compliance
• Partner with accounting and finance team members to understand reporting requirements and translate them into system configurations or data outputs
• Support development of dashboards and management reporting tools that surface actionable data across the portfolio

System Implementations & Conversions

• Serve as the accounting team’s internal champion for system implementations, platform migrations, and upgrades
• Lead UAT coordination, data migration planning, and cutover execution for system projects
• Act as the primary liaison between accounting/finance stakeholders and external implementation partners or vendors
• Develop and maintain process documentation and training materials to support successful system adoption

Ongoing Support & Process Improvement

• Provide day-to-day technical support to accounting and finance team members across the firm
• Monitor system performance, identify gaps or inefficiencies, and proactively recommend improvements
• Ensure systems are configured to support internal controls and maintain appropriate audit trails
• Participate in month-end and quarter-end close processes as a systems and data resource