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Finance & Operations Leader Real Estate & Multi-Entity CFO Track

Location:
Chicago, IL
Posted:
March 31, 2026

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Resume:

ALEKSANDRA DRABIK

Peotone, IL 708-***-**** ********@*****.*** linkedin.com/in/aleksandra-drabik-643545156 FINANCE & OPERATIONS LEADER

Multi-Entity Real Estate Strategic Finance CFO Track PROFESSIONAL SUMMARY

Finance and operations executive with 15+ years of experience leading multi-entity organizations across real estate, education, and operationally complex environments. Proven ability to stabilize financial infrastructure, drive strategic planning, and support executive decision-making during periods of growth, restructuring, and transformation.

Expert in financial strategy, capital planning, and multi-entity consolidation, with a strong track record of aligning finance with operational and long-term organizational objectives. Trusted partner to executive leadership and boards, known for translating complex financial data into actionable insights that drive performance, efficiency, and sustainability.

Brings a unique combination of corporate finance leadership and hands-on operational ownership experience, enabling practical, execution-focused financial strategy. AREAS OF EXPERTISE

Financial Strategy & Planning Multi-Entity Consolidation Capital Planning & Cash Flow Real Estate & Lease Oversight Budgeting & Forecasting Financial Reporting Audit & Compliance (GAAP & IFRS) Process Improvement Board & Executive Reporting WORK EXPERIENCE

Madison Country Day School - Waunakee, WI

Director of Finance & Operations 2022-2025

● Led financial strategy and oversight for a multi-dimensional organization, aligning budgeting, forecasting, and reporting with long-term sustainability

● Partnered with executive leadership and Board to support capital planning, cash flow strategy, and funding initiatives

● Strengthened financial infrastructure by redesigning reporting frameworks, internal controls, and accounting processes to improve accuracy and transparency

● Directed audit strategy and execution, ensuring compliance while enhancing financial visibility for stakeholders

● Oversaw financial components of vendor agreements, leases, and operational contracts Key Impact:

● Executed a multi-year financial strategy that strengthened long-term financial positioning and operational stability

● Identified and mitigated $371K+ in financial exposure through targeted cost alignment initiatives

● Implemented scalable systems (Paycor, Tuition Management), improving reporting accuracy and operational efficiency

● Delivered executive-level financial insights to leadership and Board, enabling data-driven decision-making

Aleksandra Drabik, Page 2

Gems World Academy - Chicago, IL

Controller 2021-2022

● Led financial operations across five entities, overseeing liquidity, reporting, and financial controls in a complex multi-entity environment

● Partnered with senior leadership to enhance financial transparency, reporting accuracy, and operational decision-making

● Strengthened internal controls and resolved historical discrepancies across AP, payroll, and vendor management

● Directed audit processes and compliance initiatives, including PPP, ERC, EIDL, and regulatory reviews

● Supported M&A due diligence, financial modeling, and strategic investment analysis Key Impact:

● Reduced financial discrepancies by 30% within six months through process improvements and control enhancements

● Delivered $256K+ in cost savings through vendor negotiations and operational efficiencies

● Oversaw full-cycle financial operations across five entities, ensuring consistency, compliance, and reporting accuracy

● Developed financial models and forecasts to support strategic planning and investment decisions T.A.J.D. Inc - Peotone, IL

Owner Finance & Operations Lead 2010-2022

● Founded and scaled a transportation and logistics company, leading financial strategy, operations, and long-term business planning

● Directed financial management, contract negotiations, capital investments, and regulatory compliance

● Developed forecasting models to optimize pricing, resource allocation, and profitability

● Led operational strategy, aligning financial performance with execution and growth objectives Key Impact:

● Increased revenue by 90% through strategic pricing, forecasting, and market analysis

● Built a predictive analytics model that reduced accidents by 100%, improving safety and operational performance

● Established scalable financial and operational infrastructure supporting long-term growth

● Improved cost control and profitability through real-time financial tracking and analysis ADVISORY & ENTREPRENEURIAL EXPERIENCE

Pallodex Consulting

Founder & Principal 2021-Present (Selective advisory engagements)

● Advise organizations with complex, multi-entity and real estate-heavy structures on financial strategy, reporting, and operational alignment

● Support leadership teams in strengthening financial infrastructure, including reporting frameworks, cash flow visibility, and process optimization

● Partner with executives during periods of transition or operational change to improve financial clarity and support informed decision-making

BACK 2 BASICS CONSTRUCTION INC

Co-Owner Finance & Operations Lead

● Led financial and operational management of residential construction projects, including budgeting, cost control, vendor negotiations, and contract oversight Aleksandra Drabik, Page 3

● Managed financial risk across projects, including lien exposure, payment structuring, and compliance with contractual obligations

● Oversaw project execution, aligning financial planning with operational delivery, timelines, and profitability

EDUCATION & CERTIFICATIONS

Master of Science in Data Analytics Northern Illinois University - DeKalb, IL Bachelor of Science in Accounting and Finance Robert Morris University - Orland Park, IL Certifications

Mergers & Acquisitions Certification Emeritus - Columbia Business School



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