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The Small Business AI Prompt Playbook

Business owner using AI on her laptop.

My dad was skilled with all kinds of tools. He could cut a board square with a handsaw and drive a nail through a two-by-four with a single swing of the hammer. While I now own those tools (and more), my cuts are seldom true and my nails are often bent.

Having the right tool is important, but knowing how to use it is what makes it valuable. The same is true with many of the AI tools readily available to small business owners. The key for getting the most out of AI for solopreneurs comes down to prompt writing. This guide can help you get started.

It’s Starts with a Prompt

A prompt is simply a question, command, or statement that tells your AI tool what you want it to answer, do, or create. Like hammering a nail or cutting a board, the more you do it, the better you’ll get. We’ve created several prompts you can use with a variety of AI chatbots, such as ChatGPT for entrepreneurs and Gemini, to help your business in four key areas: finances, operations, marketing, and insurance.

1. Financial Wellness: Cash-Flow Planning and Expense Optimization

Use these prompts to move from guessing to forecasting your business finances.

TaskPrompt CategoryThe Prompts
Predicting Cash-Flow SwingsFocus: Generating scenario-based financial forecasts.1. “Analyze the following monthly revenue and expense data [paste 6-12 months of anonymized data], and tell me the most likely month I’ll experience a cash-flow shortage if revenues drop by 15%.”
Managing ExpensesFocus: Identifying underperforming or redundant expenses.2. “I spend $X monthly on [Software 1], $Y on [Software 2], and $Z on [Software 3]. Ask me a series of questions to help determine which tool I should consolidate or cut to save 10% on monthly software subscriptions.”
Setting Prices and RatesFocus: Advising on pricing strategy based on business costs.3. “I need to set a price for my new service, [Service Name]. My average time investment is [X hours], and my target profit margin is 35%. What are three common pricing models (e.g., value-based, hourly) I should consider, and what are the pros and cons of each?”

2. Operations & Productivity: Workflow Automation and Process Improvement

Try these prompts to use AI to handle many of your repetitive tasks and create reliable internal processes.

TaskPrompt CategoryThe Prompts
Automating TasksFocus: Identifying clear steps for software integration.1. “I want to automate my client onboarding process. Here are my steps [provide a list of steps from initial inquiry to sending the final contract]. Suggest a simple (no-code) software tool that could handle the first two steps for a solo entrepreneur.”
Creating Standard Operating Procedures (SOPs)Focus: Generating usable internal documentation.2. “Write an internal Standard Operating Procedure (SOP) for fulfilling an e-commerce order, focusing on quality control and shipping verification. The tone should be concise and easy for a new hire to follow.”
Analyzing Customer FeedbackFocus: Turning raw feedback into service improvements.3. “Analyze this set of customer feedback comments [paste 10-15 comments], and tell me the single-most common complaint and the single-most common compliment. Suggest one low-cost action I can take to address the complaint.”

3. Marketing Momentum: Customer Engagement and Promotional Strategy

If you’re like a lot of business owners, you’re a pro at what you do, but not quite as good at letting the world know about it. These prompts can help with your marketing efforts.  

TaskPrompt CategoryThe Prompts
Reach More Potential CustomersFocus: Developing a hyper-specific customer profile.1. “I sell [Product/Service] to [Broad Audience]. Create a detailed buyer persona for my ideal customer, including their job title, primary pain point, and the three social media channels they are most likely to use for business research.”
Engage Social Media FollowersFocus: Creating quick, audience- specific content concepts.2. “I have a small business Instagram account. Give me five quick, interactive post ideas for the next week that relate to [Current Industry Trend], and encourage replies in the comments.”
Promote a Sale or EventFocus: Outlining copy for multi-channel use.3. “Write a short (50-word) email subject line and an accompanying social media caption to promote a 20% flash sale happening this weekend. The tone should be urgent but friendly.”

4. Insurance Readiness: Risk Assessment and Coverage Evaluation

New customers, new employees, new products, and services. A growing business is a changing business, and that can affect the risks you may face and the insurance coverage you may need. Try these prompts to get a better idea of your situation.

TaskPrompt CategoryThe Prompts
Identifying Potential GapsFocus: Spotting new or overlooked vulnerabilities.1. “Based on the services my business offers (e.g., digital marketing, mobile catering, contractor services), what are three emerging liability risks I might not be insured against? Here’s a copy of my COI [provide a copy of each COI you have]. Explain why.”
Stress-Testing Your CoverageFocus: Evaluating current policy limits and exclusions.2. “If a major event happened (e.g., a cyberattack on customer data or a major fire), what three pieces of information would my insurer most likely need from my financial and operational records?” (Use this to assess readiness.)
Planning for the Unexpected Focus: Creating steps to reduce risk severity.3. “Create a simple, step-by-step procedure for handling a potential customer injury claim, including internal documentation steps and communications with my insurance agent. Assume I have general liability coverage.”

Simply Business: Another Tool at Your Service

If your insurance needs are changing, we can help you get the right coverage. Our online quote tool is designed to get you affordable quotes in minutes from insurance providers who specialize in covering small businesses. We even use AI to make the process fast, easy, and remarkably human.

It’s a Poor Workman Who Blames His Tools

The difference between a bent nail and a perfect joint, or a vague reply and a helpful insight, often depends on the tool you have and how well you know how to use it. Skill tends to come from experience, so the more you use prompts with AI tools, the better your results will tend to be. In fact, you even can use prompts to have your AI tool improve the prompts you’re using. 

Give it a try.

Ed Grasso

As a 9-year-old at summer camp, I hated it — especially after being pulled screaming from the pool during the swimming competition. While this left me without an aquatic achievement patch, it also inspired the letter to my parents that got me an early release from Camp Willard. That showed me the power of writing. I’ve done my best to use it only for good ever since, such as writing helpful articles for small business owners.

Ed writes on a number of topics such as liability insurance, small business funding, and employee management.