Michael Dudley
Fractional CFO and Controller leadership for founder-led real estate and construction companies and family offices.
I work directly with owners and family leadership to improve financial reporting, forecasting, cash-flow visibility, accounting systems, and financial decision-making.
Michael Dudley
Founder
Who I
work with.
Founder-Led Real Estate Companies
Developers and owner-operators managing multiple projects, entities, lenders, investors, and capital relationships.
Founder-Led Construction Companies
Contractors whose growth has increased the demands on job costing, cash forecasting, financial reporting, systems, and accounting teams.
Family Offices
Families with real-estate holdings, multiple entities, and fragmented financial information that need consolidated reporting and hands-on financial oversight.
Family Office Fit
Michael worked regularly with a family-office equity source supporting a large real-estate portfolio, with regular interaction involving real-estate holdings, equity, reporting, and financial operations. He also has a significant personal-finance background and is equipped to help family offices organize reporting and financial operations across entities, real estate, and personal financial activity.
Capabilities
What I
do.
Engagements are tailored to the business. These can be delivered individually, bundled into a retainer, or structured as a defined project.
Fractional CFO and Financial Leadership
Forecasting, lender and board reporting, and the decisions that shape direction. Executive financial leadership without the full-time cost, participating in the conversations that move the business forward.
Controller and Accounting Operations
Month-end close, GAAP compliance, job costing, WIP schedules, and multi-entity reporting. Built to run consistently, with internal controls and processes that hold up under lender and audit scrutiny.
Forecasting, Cash Flow, and Consolidated Reporting
Rolling cash forecasts, liquidity planning, covenant monitoring, and consolidated reporting across entities. For family offices: cash-position reporting, personal financial statements, net-worth reporting, and capital-call tracking.
Financial Systems, Process Improvement, and Transaction Support
ERP and accounting-system implementation, automation, and process documentation. Acquisition due diligence, lender packages, audit coordination, and financial readiness for transactions.
Selected
professional experience.
Anonymized examples from across my career. Not testimonials, just the work.
Oversaw full-cycle accounting for development, acquisition, and corporate entities representing more than $2B in real estate assets, $1B in debt across 12 lenders, and nearly $900M in equity.
Produced NAV, forward-looking equity, and cash-flow reporting used to inform executive decisions and quarterly board strategy sessions.
Directed six equity syndications totaling more than $85M and implemented processes to track investor funding and equity-raise progress.
Built a daily cash-position report that gave leadership current visibility into cash across multiple operating accounts.
Led or organized accounting-system migrations involving QuickBooks, MRI, NexusPayables, AvidPay, and pVault.
Supported formation of a $100M GP joint-venture platform in coordination with external counsel.
Directed accounting for more than 30 development projects.
When to call
and how we can work together.
The business has outgrown its accounting infrastructure.
Cash flow and reporting are becoming harder to manage.
A lender, investor, transaction, or leadership transition is approaching.
The company needs senior financial leadership but may not need a full-time CFO.
Some clients need ongoing financial leadership. Others need a specific problem solved. Engagements can be structured as a recurring retainer, a fixed-fee project, or short-term interim support, based on the outcome you need, not a predetermined package.
Ongoing / Retainer
Embedded fractional CFO or controller leadership for recurring forecasting, reporting, team oversight, and decision support.
Fixed-Fee Project
A defined outcome, such as a forecast model, reporting cleanup, accounting-system implementation, or close-process rebuild, with an agreed scope and price.
Interim / Bridge
Short-term financial leadership during a transition, vacancy, transaction, or internal search.
About
Mike.
Michael Dudley has worked inside operating businesses throughout his career, progressing from Staff Accountant through Controller, Corporate Controller, and Vice President of Accounting & Operations. His experience includes commercial real estate development, construction-related accounting, complex multi-entity organizations, forecasting, financial reporting, accounting systems, internal controls, team leadership, IT, and HR operations.
He works directly with owners, family leadership, and accounting teams to understand what is happening, improve the information available to decision-makers, and build processes that can operate consistently.
His experience also includes regular interaction with a family-office equity source supporting a large real-estate portfolio.
Accounting and financial experience since 2007.
Michael Dudley.
Career history.
Accounting and financial experience since 2007. Controller, Corporate Controller, VP of Accounting & Operations, and Fractional CFO. The work has always been hands-on.
Career
VP, Accounting & Operations
Ultra-luxury branded residential & hospitality. Oversaw accounting, HR, and IT operations for a $100M GP joint venture platform.
Controller
Financial operations for $2B+ in assets, $1B in debt, and $900M in equity across 3,400+ multifamily units.
Development Accountant
Complex mixed-use development: office, retail, condo, and multifamily. Job cost, WIP, and project-level reporting.
Staff → Advanced Staff Accountant
Audits, reviews, and compilations for real estate and construction entities. Where the foundation was built.
Credentials
Business Administration · Salisbury University
Accounting · Salisbury University
Direct Contact
Available for fractional, interim, and project-based engagements.
Schedule a
conversation.
Every message is read by Mike directly. You'll hear back within two business days to set up a free 30-minute consultation, an honest conversation about your needs and how Mike might be able to help.
No intermediaries. No obligation. No cost.
Get in Touch
Tell me what is going on. Every message is read by Mike directly.