Michael Grimm



What I Do

I help businesses grow.

I’ve been involved with over a dozen startups, six acquisitions, and two exits.

I’m an angel investor, speaker, board director, trustee, and advisor.

I built a software company, a marketing agency, and a local media network.

I’ve helped clients scale nationally.

I speak and train on ways to help businesses innovate and grow.

How I Can Help

Retain me to build growth strategy & systems

Hire me to speak or train for your organization

Sell me your business



How to Build an AI Agent

Ever wondered what an AI Agent is or how to leverage AI for your business? Let’s build one together. This tutorial walks you through creating an agent that automatically finds news about interesting auction items and generates social media posts. It’s designed as an introduction to agents and automation, and how they work. Once you’re comfortable, you can start automating everything from lead generation to customer support and beyond.

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AI Proposal Persuasiveness, Tested

Which AI is the most persuasive? While speaking at an event in Miami, I ran a quick experiment to find out. I tested Gemini, DeepSeek, Claude, Grok, and ChatGPT on writing persuasive property auction proposals using a weighted scoring system. DeepSeek came out on top at 4.9/5, with Claude close behind at 4.8/5. ChatGPT surprisingly ranked last at 3.4/5. Want to see if you get similar results?

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AI Auction Workflow

AI Online Auction Production Workflow
Learn this is how I streamlined production for our online auctions using AI tools. This workflow combines Google AI Studio for automated item cataloging and Claude for strategic auction sequencing, optimizing for total sale value through consumer psychology and e-commerce best practices. Includes system instructions, prompts, and practical tips for processing hundreds of lots efficiently.

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86% of Business Owners Would Earn More as Employees

86% of small business owners make less than $100k/year. The uncomfortable truth is that most small businesses are just jobs with extra steps. It’s more time and more stress, for less pay. To build a real business (not build yourself a job), you need enough revenue to pay yourself, cover operations, build a team, and reinvest in growth. The math shows that’s a minimum of $2.68M in revenue. Anything less is just selling time for money, and most people don’t understand what it requires before taking the leap.

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The Value of Owned Media

The TikTok saga exposed something most businesses ignore: they’re building everything on platforms they don’t control. When TikTok faced a potential ban, countless creators and businesses suddenly realized they had no way to reach their audience. Your website, email list, and community platform? Those are yours. Social media? You’re just renting space, and the landlord can change the rules anytime. The smart move is treating your owned channels like a media company. Create content that serves your audience, build direct relationships, and use social platforms to drive people back to what you actually own.

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