Good Morning!

1. Feature: The LLC Owner’s 2025 Problem-Solver

2. Dear TCoL: AI Systems and Hype Are Overwhelming

Sunday has arrived. Reflect, reset, and get ready for what’s next.

-TCoL

Missed our last feature article? A Practical Guide to Finding and Evaluating Cyber Insurance for Your LLC. Read it here.

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What started in February as a small newsletter is now read by 60,000 business owners, founders, and freelancers. You made that happen—by reading, sharing, and solving problems with us.

To make things easier going forward, we’re indexing everything we’ve created for you this year.

This is not just a list. It’s a map. Each entry below is categorized by the kind of challenge you might face: legal, hiring, AI, marketing, cash flow, and more.

You’ll find links, subtitles, and clarity. Because when you're busy running a business, the last thing you need is another search box. You need solutions without click-bait.

Hiring:

• Don’t Call Them a Co‑Founder Just Yet

• Hiring Your Child (or Grandchildren) for Your LLC

• SMB Risk Management: How to Avoid Turning Your Contractor Into an Employee

• How to Hire Subcontractors Without Getting Burned: 9 Golden Rules

• Hiring in a Side Hustle World

Finances:

• Your LLC Is Growing In Other States—Now What About Sales and Income Tax Nexus?

• Transferring Highly Appreciated Assets Like Bitcoin and Art to a Sole‑Member LLC

• Big Wins: Why Small LLCs Should Consider a Solo 401(k)

• What You Should Expect Before Beginning the Private Equity Process

• Like You Mean Business: Your LLC’s Credit Blueprint

• Get Business Funding in Days, Not Months—But Read This First

• How to Track Your Net Cash in 10 Minutes a Month

• How to Get an SBA Loan in 2025—Even With Tougher Rules

• Should Your LLC Elect S Corporation Status? The Real Deal

• LLC Insurance 101: A New Owner’s Guide to Essential Coverage

• Why Smart Founders Rarely Split Equity Evenly

• $100 Blueprint: How Buffett’s 1956 Partnership Still Beats Venture Capital

Legal:

• Using Non‑Compete Clauses in LLC Operating Agreements: A 2025 Guide for SMB Owners

• How To Assign Your LLC Ownership Interest To Your Revocable Trust

• Make Friends, Not Enemies: The Smarter Way to NDA

• Your LLC Is Missing Its Most Important Document

• Good News: No More FinCEN Filings for U.S. Businesses—Bad News: Your Data Stays

• Don’t Let Your LLC Die With You

• A Practical Guide to Obtaining, Protecting, and Changing Your LLC Name

Marketing:

• More Clicks, More Customers, More Sales—With A Focused Effort

• Using LinkedIn’s Algorithm to Fix Your Stagnant Company Page

• Revive Your Stagnant LinkedIn Company Page

• This Business Had 75k Followers. Then It Had Zero.

Sales:

• Who Recommends, Hires, and Writes Checks for Your Products?

• Crafting Your SMB’s Customer Agreement: Balancing Simplicity, Protection, and Sales

Strategy:

• The Pivot Playbook: How Market‑Driven Shifts Create Market Leaders

• Pivot for Profit: Why Rethinking Your Plan Pays Off

• The One Factor That Determines Your Business Success

• Is Building a Politically Neutral Business Still Possible in 2025?

Operations:

• Should LLCs Always Have Annual Member Meetings?

• Utilizing Officer Titles in Your LLC: A Practical Guide for Clarity and Compliance

• Will Your SMB Beat the 2025 Tariff War?

• How To Get the Essential Document Templates Your LLC Needs

• Name and Track Files Like a Trillion‑Dollar CEO

• Your LLC Is Missing Its Most Important Document

• Networking 101: 12 Groups Every SMB Owner Should Consider Joining

• When You Don’t Have The Clout (or Desire) To Order Remote Workers Back To The Office

Cybersecurity & AI:

• A Practical Guide to Finding and Evaluating Cyber Insurance for Your LLC

• Cybersecurity on a Shoestring: Protecting Your SMB from Rising Threats

• AI Is the Intern You Can’t Afford to Ignore in 2025

Side Hustles:

• Side Hustle to Scalable SMB: Keep It Lean or Ramp It Up?

• Dear TCoL: I Need a List of Internet Side Hustles, Ranked

Dear TCoL: AI Systems and Hype Are Overwhelming

Question: I just recently formed a new company and the hype and choices around AI systems and the best one to use for our business is crazy. Can you layout a focused way to start getting into using AI and some simple, practical tips for using AI?

Glad to. This is a great topic for a full article—but let me hit the highlights here.

I’ll assume you believe AI could be integral to your new business and you're weighing subscription options to get the best bang for your buck. It would help to know more about what your business does, so, feel free to email us at [email protected] so we can tailor this a bit more.

Here you go:

Rule #1: Learn one system well.
ChatGPT, Grok, and Perplexity are still leading the way for SMB owners. Pick one and get good at it. Learn how to prompt it, how it thinks, and where it breaks. Then try the others. Do you need to know trending social media issues? Start with Grok.

Rule #2: Assume it’s partially wrong.
After asking a system to research something, follow up with:
“Verify the accuracy of all content you just provided. List any errors and how you'd fix them.”
You’ll be amazed by what it catches—and what it admits.

Rule #3: Make it learn from the right source.
This one matters most. Don’t ask:
“Write an ad in the style of David Ogilvy.”
Do ask:
“Write an ad in the style of David Ogilvy. Learn only from original material created by him.”
That subtle shift—cutting out third-party commentary—improves your results dramatically. There is way too much out there from people commenting on things that they don’t understand. Use this tip to help filter them out of your results.

Thanks for the great question, and good luck!

Have an interesting business question and need a free bit of advice? Send your question to [email protected]. No confidential info, please!