Fractional CFO - Multi-Entity Portfolio in Financial Turnaround

Remote, USA
Posted Jun 13, 2026
Full-time

⚠️ IMPORTANT: This is NOT a bookkeeping or transaction-entry role. We need strategic CFO-level thinking, not data processing. If you're a bookkeeper looking to "move up," this isn't the right fit. We need proven multi-entity financial leadership experience.

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WHAT WE NEED (IN PLAIN ENGLISH)

We manage 7 interconnected business entities:

- 1 S-Corporation (operating 3 digital marketing agencies + bookkeeping service)

- 5 Limited Liability Companies (3 holding real estate investments, 2 supporting operations)

- 1 Religious nonprofit corporation (new as of Sept 2025)

Our Challenge:

→ Heavy operational losses in 2024-2025 across marketing agencies and real estate holdings

→ Cash flow constraints and debt service challenges

→ Need strategic financial partner to navigate turnaround, NOT bookkeeper to process transactions

We have:

✓ Staff handling QuickBooks data entry (you won't do transaction entry)

✓ Long-term CPA handling tax preparation and planning (you'll coordinate, not replace)

✓ CEO and Treasurer who need a strategic financial advisor

We need:

✓ Fractional CFO who can see across all of our for profit entities and create consolidated visibility

✓ Crisis/turnaround thinker who stays calm under pressure

✓ Weekly forecaster who helps us make better decisions with limited cash

✓ Strategic advisor who brings options, not just problems

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YOUR WEEKLY DELIVERABLES (What You'll Actually Do)

STRATEGIC FORECASTING (50% of your time)

→ Build and maintain 13-week + 30/60/90-day rolling cash flow forecasts across all of the for profit entities

→ Develop scenario models: "What if we defer this payment?" "What if collections slow by 20%?"

→ Track actual vs. forecast weekly and explain variances

→ Recommend cash deployment priorities when resources are constrained

EXECUTIVE REPORTING (20% of your time)

→ Produce weekly "True Picture" financial snapshot (1-2 page dashboard)

→ Format: Current cash position | Upcoming obligations | Key risks | Strategic recommendations

→ Make complex multi-entity finances understandable for non-financial leadership

→ Trend analysis to spot patterns early (e.g., "Agency revenue declining 3 months in a row")

STRATEGIC ADVISORY (20% of your time)

→ Weekly 30-60 minute video call with CEO/Treasurer (requires your timezone flexibility)

→ Answer strategic questions: "Can we afford this hire?" "Should we refinance this property?"

→ Challenge assumptions constructively when plans seem overly optimistic

→ Help prioritize competing needs with limited resources

MULTI-ENTITY MANAGEMENT (10% of your time)

→ Consolidate view across S-Corp, LLC's, and nonprofit structures

→ Track entity-level profitability separately and in aggregate

→ Monitor intercompany transactions and capital accounts

→ Coordinate with our CPA on S-Corp distributions, LLC allocations, nonprofit compliance

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❌ WHAT YOU WILL NOT DO

You will NOT:

→ Enter transactions into QuickBooks (we have staff for this)

→ Reconcile bank accounts or process daily bookkeeping

→ Handle accounts payable/receivable processing

→ Process payroll

→ Prepare tax returns (our CPA does this)

This is ANALYSIS and ADVISORY work, not transaction processing.

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✅ REQUIRED QUALIFICATIONS (Please Don't Apply Without These)

CREDENTIALS (Must have ONE):

✓ CPA (USA, Canada, Australia, or equivalent)

✓ CA - Chartered Accountant (India, Pakistan, Sri Lanka, or equivalent)

✓ ACCA (UK/International)

✓ CMA (Certified Management Accountant)

✓ Equivalent professional accounting credential in your country

EXPERIENCE (Must have ALL):

✓ 7+ years professional accounting/finance experience

✓ Multi-entity consolidation experience (managed 3+ entities simultaneously, ideally 5+)

✓ Crisis/turnaround exposure - you've helped businesses navigate financial distress

✓ Strategic forecasting - you've built 13-week cash models and scenario analyses

✓ Executive-level work - you've reported directly to CEOs, CFOs, or Boards

✓ Flow-through entity knowledge - you understand S-Corps, LLCs, or partnerships (or can learn quickly)

TECHNICAL SKILLS (Must have):

✓ Advanced Excel or Google Sheets (financial modeling, pivot tables, complex formulas)

✓ QuickBooks Online proficiency (can analyze and report, not just data entry)

✓ Financial statement fluency (can read P&L, Balance Sheet, Cash Flow and spot issues instantly)

✓ Strong English communication (written and verbal) - you'll present to executives weekly

STRONGLY PREFERRED (Differentiators):

⭐ Real estate accounting experience (rental properties, debt service, depreciation)

⭐ Nonprofit accounting knowledge (fund accounting, restricted funds)

⭐ Big 4 or national firm background

⭐ Prior CFO, Controller, or VP Finance title

⭐ Debt restructuring or workout experience

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IDEAL CANDIDATE PROFILE (Is This You?)

You ARE (or have been):

→ A CFO, Controller, or Finance Director managing multi-entity organizations

→ A Big 4 senior manager advising complex multi-entity clients

→ A turnaround consultant who helped distressed businesses navigate cash crises

→ A fractional CFO serving multiple clients simultaneously

→ A real estate CFO managing property portfolios with leverage

You HAVE:

→ Navigated financial distress calmly and strategically

→ Built forecasts that actually influenced business decisions

→ Worked directly with executives who trust your judgment

→ Managed complexity with clarity (made 7 entities understandable, not more confusing)

You are NOT:

→ A bookkeeper hoping to transition to CFO work without proven experience

→ Someone who only worked in single-entity corporate environments

→ Uncomfortable with messy data or ambiguous situations

→ Needing perfect systems before you can add value

You ARE:

→ Strategic thinker who sees patterns others miss

→ Comfortable with imperfect data - you make best decisions with what you have

→ Proactive - you flag issues before they become crises

→ Teacher - you explain finance so non-CFOs understand

→ Emotionally intelligent - you deliver hard truths with grace

TIME COMMITMENT:

- 8-10 hours/week initially

- Flexible schedule (you choose when to do analysis work)

- ONE required weekly meeting (30-60 min during US business hours - see timezone question below)

ENGAGEMENT LENGTH:

- 30-day trial period (either party can exit with 1 week notice)

- After trial: Long-term relationship expected (12-24+ months)

- We're building a partnership, not hiring a gig worker

OUR VALUES & CULTURE

We are a faith-driven organization rooted in stewardship and integrity.

What this means practically:

→ Transparency: We tell the truth about finances, even when difficult

→ Stewardship: We treat money as entrusted to us, requiring wise use

→ Integrity: We keep commitments and operate ethically under pressure

→ Service: We use business to serve others

→ Grace under pressure: We handle crises calmly, not with panic

What we value in our financial partner:

→ Honesty without judgment - tell us truth, don't condemn past mistakes

→ Solutions-focused - show us paths forward, not just problems

→ Calm in chaos - be our steady voice when overwhelmed

→ Respect for our mission - money serves purpose, not vice versa

→ Confidentiality - hold our challenges with discretion

You don't need to share our faith, but you must respect our values.

HOW TO APPLY (Read Carefully - We'll Reject Generic Applications)

Please submit a CUSTOM proposal including:

1️⃣ COVER LETTER (300-500 words) answering these specific questions:

a) Multi-Entity Experience:

→ How many entities have you managed simultaneously? (e.g., "I managed consolidated reporting for 8 subsidiary companies")

→ What industries/entity types? (e.g., "3 retail LLCs, 2 real estate holdings, 1 nonprofit")

→ What was your role/title?

b) Crisis/Turnaround Experience:

→ Describe ONE situation where you helped a business navigate financial distress

→ What was the cash situation? What actions did you recommend? What was the outcome?

→ Be specific with numbers if possible (anonymize client name)

c) Why This Role Appeals to You:

→ What about this engagement interests you?

→ Why are you a good fit for this specific situation (7 entities, crisis mode, real estate + nonprofit)?

d) Timezone & Availability:

→ What's your timezone?

→ What time can you meet for weekly US business hours calls? (Be specific: "I can meet 8-10 PM my time, which is 9:30-11:30 AM EST")

→ How many hours/week can you commit?

2️⃣ WORK SAMPLE (Choose ONE - REQUIRED):

→ 13-week rolling cash flow forecast you built for a multi-entity client (anonymize)

→ Executive financial dashboard/snapshot for weekly CEO reporting

→ Scenario analysis showing strategic thinking ("What if revenue drops 20%?")

→ Consolidated financial report across multiple entities

We want to see HOW you think and communicate, not just Excel skills.

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