The Main Street Business Owner’s "Situation Room"
Your Strategic Command Center for Smarter Decisions.
Get real answers from the nation’s top tax and legal strategist—trusted by over 10,000 business owners nationwide. Your membership includes:
- Biweekly live strategy sessions with Mark to tackle your toughest business, tax, and legal questions in real time.
- A self-paced business course designed to guide you step-by-step through the foundations of smart business ownership—from structure to scaling.
Finally, the clarity, confidence, and expert support you need to grow and protect your business—all in one place.
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.
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 set-up and use for my business?
- Should I bring on partners or investors, and what are my options for raising capital and structuring it properly?
- How do I properly register my business and ensure I meet all legal requirements, including any necessary licenses and permits for my industry and location?
- What are the options and legal requirements for hiring employees versus independent contractors?
- Should I set-up in Wyoming or some other State?
- What are the steps in buying a business and any important pitfalls?
- What does “start-up mode” mean from a tax perspective, and how do I know which expenses are deductible and how to document them properly?
- How can I protect my privacy 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 easiest tax write-offs I should be taking advantage of?
- What are some advance tax write-offs I should be aware of and when do I use them?
- Explain more about when to convert to an S-Corporation and how do I determine my salary level for years to come?
- How do I strategically pay my family members, such as my spouse, my minor or adult children, even my parents, or grandchildren?
- 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 my options for writing off medical expenses including health insurance?
- 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 much of my profits should I be re-investing back into my business and the risks and rewards of redeploying it elsewhere?
- Now that I’m ready to set aside more profit, what retirement plan is best for me, how can I maximize tax savings, and what are my options if I have full-time employees?
- What are the benefits of investing in rental real estate versus a retirement account, and how do different asset classes and real estate professional status factor into the decision?
- What is “self-directing” a retirement account, why don’t most investment advisors recommend it, and what types of investments are actually allowed in a retirement plan?
- What practical issues should I consider when working with a business partner, including how to structure the partnership for tax purposes and understand tools like buy-sell agreements and phantom income?
- What are the next levels of asset protection I should consider, and how should I be using my Revocable Living Trust as part of that strategy?
- What are some practical strategies for growing and scaling my business without bringing on partners or investors, and what should I consider if I want to buy other businesses as part of that growth?
- What are my options for raising capital, what are the risks and rewards of bringing on investors, and what key questions should I be asking to avoid common blind spots?
- What role should life insurance play in my overall investment, asset protection, or even retirement planning?
- What are realistic tax strategies for the top 1% and those that I should watch out for?
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?
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
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.
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
- Two (2) Business Owner Mastermind Sessions EVERY month LIVE with Mark Kohler in REAL TIME, as he answers pre-vetted questions from the business owners in the Program
- Confidence at every stage of your business journey
- Community Forum of business owners who are current monthly members of the program
- Resource library
- Affordable, actionable, and designed for YOU
Ready to Scale Your Business?
- 20+ Hours of Expert-Led Training
A Dashboard and space with 40 questions and answers, organized in 4 phases of a business’s lifecycle. - Live Mastermind Sessions (Biweekly)
Business Owner Mastermind Sessions LIVE with Mark Kohler, as he answers pre-vetted questions from the business owners in the Program. - 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. - Community Forum
Resource library and community of business owners
$2,995 $995
Presale price ~ save $2,000 when you buy early. The Main Street Business Owner’s "Situation Room" begins Q4 2025.
$99/mo for membership*
7-Day Money-Back Guarantee
Three Entities. Endless Possibilities.
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