main-street-business

The Main Street Business Owner’s "Situation Room"

Your Strategic Command Center for Smarter Decisions.

No more guessing. No more dead ends. Get real answers from the top tax and legal expert in the nation, who’s helped over 10,000 business owners just like you.


Where Do You Go When Your Business Hits a Critical Moment?

Every leader needs a command center—and business owners are no exception. The Business Owner "Situation Room" is your virtual HQ for navigating tough decisions, solving complex problems, and planning your next move. Just like the president of the United States has a situation room and captains of ships have a bridge as a command center, you need a trusted space to access expert insights, collaborate with peers, and get answers fast—especially when the stakes are high. Whether you’re in growth mode or preparing your exit, this is where clarity begins.

A Complete System to Build a Better Business

The training gives you tools, training, and a trusted network to help you:

  • Lower your taxes legally and proactively
  • Protect your assets with smart entity structuring
  • Organize your finances for maximum profitability
  • Get access to the pros Mark J. Kohler personally endorses
  • Plug into a growing community of high-achieving owners
Join the Program

Made for Real Business Owners

From first-time founders navigating unknowns to growth-stage entrepreneurs wanting to scale and seasoned business owners preparing to exit...this path is designed for anyone who has experienced the following:

  • Your lawyer says, “Ask your accountant.”
  • Your accountant says, “Ask your lawyer.”
  • You don’t even know what questions to ask—or who to trust.

This is your go-to source for real-time answers—without the runaround, confusion or outside noise.

The 4 Phases of Every Business Owner’s Journey

40 Essential Questions Every Business Owner Should Know

Whether you’re launching, growing, or preparing to exit, the Business Owner Situation Room equips you with 40 must-ask questions—10 for each stage of the business lifecycle. These are the legal, tax, and strategic questions most business owners don’t even know they should be asking—until it’s too late.

Stay ahead. Make smarter decisions. Build with confidence. 

Phase 1: Start-Up & Structure

  • What type of entity should I form for my business?
  • Should I bring on partners or raise outside capital—and how should I structure it?
  • How do I register my business and ensure I have the right licenses and permits?
  • What are the legal requirements for hiring and operating my business in my industry and location?
  • Should I set-up in Wyoming or some other State?
  • What startup expenses are tax-deductible, and how should I track and document them properly from a tax perspective?
  • How do I manage sales tax, including collecting, remitting, and determining nexus across different jurisdictions?
  • Should I keep my personal information private on company filings, and what are the best practices for choosing a registered agent, company address, and other official positions?
  • Should I list my spouse or other family members as an owner of the business?
  • Who should be on my team of professionals and how do I find the right ones?

Phase 2: Optimizing Operations

  • What are the most effective tax write-offs I should be using to lower my tax bill?
  • What are some advance tax write-offs I should be aware of and when do I use them?
  • What should my salary be in my S-Corporation and how do I take advantage of every loophole?
  • Should I pay my family members, such as my spouse, my minor or adult children, even my parents, and if so, how?
  • Should I own or rent a business location?
  • What are the top 10 business contracts I should be using and make sure they are up to date?
  • What are the asset protection procedures I should be using and do I need an Estate Plan?

  • What financial data, statements, ratios, and key performance indicators (KPIs) should I be tracking to measure and manage my business effectively?
  • What are the legal and tax implications of hiring employees, including required benefits and common pitfalls I should be aware of?
  • What savings or retirement accounts should I be starting at this point even if I don’t have a ton of disposable income?

Phase 3: Growing, Saving & Scaling

  • How should I allocate my profits between reinvesting in the business and exploring other opportunities—and what are the risks and rewards of each approach?
  • What’s the best retirement plan to maximize tax savings, and how do I structure it if I have full-time employees or unique business circumstances?
  • Should I invest in rental real estate instead of a retirement account, and what do I need to understand about asset classes and qualifying for real estate professional status?
  • What is self-directing, why don’t most advisors mention it, and what can my retirement plan actually invest in?
  • What practical issues should I consider when working with a partner, including buy-sell agreements, phantom income, and the best tax structure for our arrangement?
  • What advanced asset protection strategies should I consider, and how should I be using my Revocable Living Trust effectively?
  • What are the best strategies for growing and scaling my business without outside partners or investors, and what should I consider if I plan to acquire other businesses?
  • What are my options for raising capital, what are the risks and rewards of bringing on investors, and what questions or blind spots should I be aware of before taking that step?
  • What role should life insurance play in my overall investment, asset protection, or even retirement planning?

  • What advanced tax strategies are commonly used by the top 1%, and which ones should I approach with caution?

Phase 4: Exit, Retirement & Legacy

  • How do I prepare my business for valuation and exit while maximizing EBIDA and still trying to pay the least amount in taxes?
  • What are some street smart strategies and issues I need to consider in the process of selling the business and what are the differences in a Stock vs Asset sale?
  • What are the tax consequences of selling my business, and how can I structure the sale to minimize taxes?
  • What is a CRT (Charitable Remainder Trust) and when does it make sense and for what assets?
  • What are some practical considerations when selling or transferring my business to family members, key employees, or both?
  • When should I consider a 1031 exchange, or Opportunity Zones in the exit of my business or real estate?
  • What type of investment advisor should I work with later in life, and what proven strategies should I consider for diversification and long-term wealth management?
  • Should I pay off my personal residence, and what state tax planning strategies should I consider if I plan to retire and change my state of domicile?
  • What practical advice should I consider when going through a divorce or remarriage, especially around navigating tax and legal issues based on real-world experience?
  • What are my options for leaving a legacy and creatively deploying my wealth now and after my passing—and why does working with tax and estate planning professionals seem so expensive?

America's #1 Tax & Legal Expert

Mark J. Kohler is a CPA, attorney, national speaker, and YouTube educator with over 35,000,000+ views. For over 25 years, he’s trained professionals and business owners to work smarter — instead of harder.

Learn more about us

1 k+

Strong community of driven professionals sharing clients, referrals, and big wins—together.

$ 1 B

Saved in taxes by our certified business owners through real-world strategy and smarter structure.

3 X

Revenue increase within 3 months of certification completion.

Maximize Write-Offs & Stay Compliant

$2,995 $995

  • Includes 1 month of membership ($99 value)
  • 7-Day Money-Back Guarantee

More Than a Course — It's a Movement

As a Main Street Business Owner, you gain access to exclusive events and coaching designed to help you connect with other high-level entrepreneurs, get direct insights from Mark and his team, and stay focused on the next big goal for your business.

  • 40+ Expert Video Answers
  • 2x Monthly LIVE Firesides with Mark J. Kohler
  • Private Business Owner Community Access

 

Unlock Access

Success Stories From
the Main Street Community

“Before becoming certified, I felt lost and overworked. Now, I’m saving thousands in taxes and growing with confidence.”
“Mark’s training helped me restructure everything. It changed my mindset — and my bottom line.”
“The masterminds alone are worth the price. I finally feel like a real CEO.”

Real Training for Real Business Growth

Inside the training, you’ll learn how to:

  • Structure your business the right way from day one—LLC, S-Corp, or C-Corp
  • Maximize write-offs, build a smart tax strategy, and budget for growth
  • Maintain legal protection with privacy tools, minutes, and compliance practices
  • Hire, market, and scale with confidence using advanced business strategies
  • Exit your business profitably—reduce taxes, preserve wealth, and plan your legacy

Key Benefits

  • Trusted answers from a seasoned CPA/Attorney
  • 24/7 access to expert advice without hourly fees
  • Confidence at every stage of your business journey
  • Affordable, actionable, and designed for YOU

Ready to Scale Your Business?

  • 20+ Hours of Expert-Led Training
    4 modules, 6+ lessons per module, quizzes after each, plus a final exam.
  • Live Mastermind Sessions (Biweekly)
    Access business coaching from top pros every other week.
  • Full Access to Past Trainings + Replays
    Explore a growing library of real-life strategies and implementation tips.
  • Downloadable Tools & Templates
    Includes payroll matrix, debt snowball calculator, and more.
  • Welcome Box + 3 Books
    Get Mark J. Kohler’s best-selling guides delivered to your door.
  • Completion Certificate
    Become a Main Street Certified Business Owner—show the world you know your stuff.
Main Street Business logo

$2,995 $995

Presale price ~ save $2,000 when you buy early. Business Owner Certification course begins August, 2025.

$99/mo for membership*

7-Day Money-Back Guarantee


Scale. Profit.
Thrive. Anywhere.

Download the Main Street Professionals app to hold expert coaching, high-level strategies, a supportive network in the palm of your hands.

  • Download on the App Store
  • Download on the Google Play Store

 


Three Entities. Endless Possibilities.

kkos-lawyers-white

Smart legal strategies for your business, assets, and legacy.

Learn more

 

directed-ira-white

Self-directed retirement plans for next-level investing.

Learn more

 

msbs-white

Education, tools & community for thriving entrepreneurs.

Learn more


Sign up for our Newsletter

Have exclusive insights, empowering wisdom, and game-changing strategies delivered to your inbox every week.