Description

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

Requirements

WHO YOU ARE

AJCP is seeking a highly-motivated individual who enjoys working in a fast-paced, but disciplined, entrepreneurial environment. The ideal candidate understands that systems are only as good as the processes behind them, and takes pride in building both. This role also requires the following capabilities:

A systems thinker who understands accounting and finance processes from the inside — you know what happens at month-end, why reconciliations matter, and how data quality affects decision-making
A self-starter who owns issues end-to-end and doesn’t let access gaps, integration failures, or reporting problems linger
A clear communicator who can translate between accounting users and technology vendors without losing either audience
Intellectually curious and eager to stay current — including a working familiarity with AI tools and an openness to applying them within accounting and finance workflows
Detail-oriented and highly organized, with the ability to manage multiple workstreams simultaneously across a complex, multi-entity portfolio
Comfortable working cross-functionally with Accounting, Finance, Capital Markets, and Investments team

YOUR QUALIFICATIONS

Required

8+ years of experience in a financial systems, accounting technology, or systems administration role, preferably within real estate, private equity, or financial services
Bachelor’s degree in Accounting, Finance, Information Systems, or related field
Solid understanding of accounting fundamentals and financial reporting processes; this role requires genuine accounting literacy, not just technical familiarity
Demonstrated experience supporting or leading multiple system implementations, migrations or major upgrades
Hands-on NetSuite experience (administration, configuration, accounting use)
Hands-on Yardi experience
Demonstrated experience managing user access, permissions, and system configurations within financial software
Working knowledge of APIs, data integrations, or query/scripting tools (SQL, Excel, Power Query, or similar) to extract and transform financial data
Strong written and verbal communication skills with the ability to manage across diverse stakeholders

Preferred

Direct experience on a NetSuite implementation – strongly preferred
Experience in a real estate investment management or property management environment
Familiarity with Opportunity Zone structures, fund-level accounting, or multi-entity real estate portfolios
Exposure to investor reporting, lender compliance reporting, or management company accounting
Experience applying or evaluating AI tools in an accounting or finance context
CPA, CMA, or relevant technology certifications

Equal Employment Opportunity:

AJCP is an equal employment opportunity employer and complies with all applicable laws prohibiting discrimination based on an individual’s race, color, religion, religious creed, national origin, ancestry, citizenship, physical or mental disability, medical condition, genetic information, marital status, reproductive health decision-making, sex, gender, age, sexual orientation, veteran and/or military status, protected medical leaves, domestic violence victim status, political affiliation, or any other status protected by federal, state, or local laws. AJCP is dedicated to the fulfillment of this policy in regard to all aspects of employment, including, but not limited to, recruiting, hiring, placement, transfer, training, promotion, rates of pay, other compensation, termination, and all other terms, conditions, and privileges of employment.

In compliance with local law, we are disclosing the compensations, or range thereof, for roles that will be performed in Illinois. Actual salaries may vary based on various factors including but not limited to location, experience, role and performance. The range listed is just one component of AJCP’s total compensation package for employees. Pay Range: $130,000-$150,000. Other rewards may include annual bonuses. In addition, we provide a variety of benefits to employees, including health insurance coverage, life and disability insurance, a retirement savings plan, paid holidays and paid time off.