Remote Position

[Remote] Chief Financial Officer - Capital Markets & Structured Finance

🌍 Remote · United States 💼 Full-time

Note: The job is a remote job and is open to candidates in USA. Urbana Systems is seeking a CFO to lead capital formation, structured finance, financial engineering, M&A, and investor relations across a portfolio of real estate development, AI infrastructure, and advanced technology enterprises. The role focuses on building financial models, structuring investment vehicles, supporting capital raises, and delivering investor-ready documentation.

Responsibilities

  • Lead capital formation, investor engagement, and financing strategy across multiple companies and projects
  • Structure equity, preferred equity, senior and mezzanine debt, convertible securities, structured finance, ABS, and LOC arrangements
  • Build integrated financial models, including income statements, cash flows, balance sheets, CAPEX, OPEX, valuations, and long-range projections
  • Engineer SPV capital stacks, sources and uses, distribution waterfalls, IRR, MOIC, sensitivities, and downside scenarios
  • Translate PPMs into defensible financial models and investor-grade schedules, presentations, and reporting
  • Lead M&A analysis, valuation, due diligence, FP&A, budgeting, forecasting, and capital allocation
  • Support SEC Regulation D and Regulation S offerings in coordination with securities counsel, tax advisors, and compliance professionals
  • Maintain financial integrity across concurrent transactions and identify structural, economic, and liquidity risks immediately

Skills

  • 20+ years of senior financial leadership or equivalent demonstrated transaction expertise
  • Proven experience personally structuring and closing substantial transactions, including deals measured in hundreds of millions or billions of dollars
  • Deep expertise in SPVs, PPMs, private placements, project finance, structured finance, and capital formation
  • Strong experience in M&A, FP&A, valuation, investor reporting, and multi-company financial management
  • Advanced knowledge of SEC Regulation D and Regulation S structures
  • Experience across real estate, infrastructure, private equity, technology, or other capital-intensive industries
  • Expert-level Excel and financial modeling capabilities, with Big Four-caliber documentation and analytical precision
  • Ability to work independently, challenge assumptions constructively, and deliver institutional-quality outputs without extensive supervision
  • Build a complete financial model within six hours of reviewing a 46-page PPM
  • Deliver supporting financial schedules and investor-grade outputs within 24 hours of initial review
  • Produce substantially complete, accurate, funding-ready work on first delivery, without routine hand-holding
  • U.S. citizen or lawful permanent resident residing in the United States; non-negotiable
  • Evidence of prior  rapid‑turn financial models  (redacted acceptable)
  • Description of the fastest model + PPM financial package you have delivered, including elapsed time
  • Confirmation of U.S. citizenship or lawful permanent residency and current U.S. residence

Benefits

  • 100% remote

Company Overview

  • Urbana Systems™ is transforming distressed commercial real estate into vibrant, mixed-use communities that deliver zero-down mortgages for affordable homeownership—eliminating HOA fees through innovative commercial co-ownership models—while creating new advanced skilled trade opportunities in fields like smart construction, AI integration, sustainable systems, and adaptive reuse. It was founded in 2024, and is headquartered in Chicago, Illinois, US, with a workforce of 11-50 employees. Its website is https://www.urbanasystems.com/.
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