Every prompt has bracketed placeholders like [TRADE] and [REVENUE]. Replace every placeholder with your actual information before submitting. The more specific the input, the more specific and useful the answer.
These prompts work on ChatGPT (GPT-4o or later), Claude (Sonnet or Opus), and Perplexity. Each has different strengths. ChatGPT and Claude are best for reasoning through financial problems. Perplexity is best when you want current benchmark data.
The first answer is rarely the last. Push back, ask for specifics, ask it to show the math, ask what it would recommend you do in the next 7 days. AI rewards persistence. The contractor who asks five follow-up questions gets five times the value.
Yes — with the right prompts. AI assistants like ChatGPT, Claude, and Perplexity can give you surprisingly actionable financial guidance when you ask specific, context-loaded questions. The prompts on this page are written to extract CFO-level answers by loading in the right context about your trade, revenue level, and specific problem. They're not a replacement for a real CFO — but they're a significant upgrade from the generic financial advice you'd otherwise get.
Always include: your trade (civil, electrical, concrete, etc.), your revenue range, your contract type (lump sum, T&M, unit price), and the specific number or symptom you're seeing. Vague prompts get vague answers. "My margins are down" gets generic advice. "I'm a $4M electrical contractor on lump sum commercial work and my gross margin dropped from 27% to 21% over 18 months" gets a specific diagnostic with trade-relevant causes and fixes.
No — and they're not designed to be. These prompts help you ask better questions, understand your financial situation more clearly, and prepare for conversations with financial professionals. A real fractional CFO brings context from 50+ companies, knows your trade deeply, tracks your numbers monthly, and holds you accountable. AI gives you answers on demand. A CFO gives you a system. If you're using these prompts and finding you have more questions than answers, that's a signal it's time to schedule a call.
AI gives you answers. A CFO gives you a system. When the prompts stop being enough, call Josh.
Schedule a Free Call →