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14 May 2026

5 Leadership Areas Even the Best CEOs Overlook

By |2026-05-20T17:35:23+00:00May 14th, 2026|Categories: Scaling a Business, Starting a Business|Tags: , , , |

5 Leadership Areas Even the Best CEOs Overlook

The most dangerous moment in a CEO’s career isn’t a market crash or a failed product launch—it’s the moment they decide they have “arrived.” According to leadership experts, many executives feel their development journey is complete well before retirement. This mindset is a recipe for long-term failure.

In a world of remote work, AI integration, and shifting market dynamics, an ever-changing world demands an ever-evolving leader. To maintain your edge, you must focus on leadership development for executives by addressing these five often-overlooked areas.

1. Planning for Long-Term Employee Development

Many CEOs focus so intently on the “idea” of the company that they overlook the people who execute it. Without a long-term vision for building your team, your company remains stagnant. Leadership development for executives involves shifting from “managing tasks” to “building people.” If you aren’t intentionally developing your successors, you are creating a bottleneck for future growth.

2. Mastering the Art of Listening

As you rise in the ranks, the “echo chamber” becomes louder. Leaders often lose the ability to truly listen because they are accustomed to being the ones with the answers. Real growth happens when you stop talking and start observing. High-level leadership requires you to hear what isn’t being said in the boardroom.

3. Discovering Your “Internal Frontier”

We often look for new ideas in technology or the marketplace, but the most important “unexplored terrain” is your own self-awareness. Executive blind spots are the primary cause of cultural decay. Developing your internal frontier means identifying your triggers, your biases, and the ways your leadership style may inadvertently stifle innovation.

4. Understanding Generational Personalities

The future leaders of your company—Millennials and Gen Z—view work differently than previous generations. They demand a bigger voice, more collaboration, and a sense of purpose. Executives who refuse to adapt their leadership style to these different personalities will struggle with retention and morale. Leadership development for executives now requires high levels of emotional intelligence and cultural adaptability.

5. The Power of a Trusted Peer Group

The “lonely at the top” cliché is true for a reason. Most executives lack a safe space where they can be challenged by people who aren’t their subordinates. Joining a peer group provides a fast track to growth. These groups offer:

  • Accountability: Peers will call you out when you’re making excuses.
  • Open-Mindedness: Exposure to how other industries solve similar problems.
  • Application over Intellect: A focus on applying lessons that make a tangible difference, rather than just “intellectually wrestling” with ideas.

So, what is the right choice?

The best executives are those who realize they don’t know it all. They seek out challenges to their thinking and actively apply what they learn. This application-oriented process is what separates “good” CEOs from legendary ones.

Are you ready to uncover the blind spots in your leadership? I can help you find the right peer group or coaching environment to ensure your development journey never plateaus. Contact me today to discuss a roadmap for your next level of professional growth.

5 Leadership Areas Even the Best CEOs Overlook
15 Sep 2025

LLC Taxation Options

By |2025-10-15T21:46:58+00:00September 15th, 2025|Categories: Scaling a Business, Starting a Business|Tags: , , , , |

LLC Taxation Options.

When deciding on how to structure a new business entity, whether for a startup or during the asset purchase of an existing business, there are many options. Traditionally, these include a Sole Proprietorship, Partnership, Limited Liability Company (LLC) or a Corporation (C Corp). However, the most popular entity type is the LLC. It’s a hybrid entity that combines the pass-through taxation of a sole proprietorship or partnership with the limited personal liability of a corporation. Within LLCs there are options for a single-member LLC or multi-member LLC, but one of the most important decisions is to determine how the LLC should be taxed.

What about an S Corporation entity?

You’ve likely heard about S Corps but they are often misunderstood as a business entity option. However, you cannot form a business directly as an S Corp; there must be a qualifying underlying legal entity formed that then elects S Corp tax status. C Corps and LLCs are the legal entity structures that can elect S Corporation as a tax classification.

An S Corp election can offer self-employment tax savings, but requires more formal management, stricter ownership rules, and added administrative costs like payroll and separate tax filings. It allows profits and losses to be passed through directly to the owners’ personal income tax return, avoiding the double taxation of a C corporation. To receive such treatment by the IRS, the LLC must register with the state and then file Form 2553 with the IRS to opt into S Corp tax treatment.

What are the common tax treatments for an LLC?

Single-member LLCs are treated as a Disregarded Entity (like a Sole Proprietorship). All income and taxes from the business are reported on the personal tax return – Form 1040 using Schedule C. The owner pays self-employment tax (15.3% for Social Security and Medicare) on all of the business’s net income.

Multi-member LLCs, by default, are treated as a Partnership. The LLC itself files a Form 1065 return to report revenue and expenses. Each member of the LLC is provided a Schedule K-1 that indicates their share of the profits or losses. The K-1 is used on each member’s personal return (Form 1040) and pays self-employment tax on their share of net income (or loss). One big benefit to an LLC taxed as a Partnership is that they offer greater flexibility in how income and profits are distributed among the partners, as defined in the partnership agreement.

S Corp elected LLCs are still pass-through entities, but the owners now have the ability to work for the company and must be paid a “reasonable salary” that is subject to payroll taxes (FICA). The remaining profits can be taken as distributions, which are generally exempt from the self-employment tax. Just like a Partnership, the LLC must file a tax return but will use the Form 1120-S and provide K-1s to each member to report on their personal returns. This split structure can significantly reduce the total amount of income subject to self-employment tax, especially for businesses with substantial profits. This benefit comes with an added level of complexity. S Corps have more stringent operating requirements than LLCs, such as the need to hold regular board and shareholder meetings, keep detailed corporate records, and maintain a distinct corporate structure. As well, S Corps are limited to 100 shareholders who must all be individuals (with some exceptions).

So, what’s the right choice?

The right tax election for your LLC depends on your business’s profitability, ownership structure, and appetite for administrative complexity. A partnership election offers simplicity and flexibility, making it a strong fit for newer ventures or those with modest profits. It’s also well-suited to businesses with complex ownership structures or non-U.S. owners. In contrast, an S corporation election can be advantageous for established, highly profitable companies where the owner can take a reasonable salary and receive the remaining profits as distributions exempt from self-employment tax. However, this option comes with added paperwork and stricter compliance requirements.

Consulting a tax professional to determine the most advantageous tax status for your specific business situation is highly recommended before making an election.

LLC Taxation Options
6 Mar 2025

Navigating Business Sales with Short-Term Leases

By |2025-03-15T23:35:12+00:00March 6th, 2025|Categories: Selling a Business, Starting a Business|Tags: , , |

Navigating Business Sales with Short-Term Leases.

For business owners considering a sale, a looming lease expiration can significantly impact the transaction’s success and the business’s valuation. The real estate component is intrinsically linked to the business’s overall viability, making thorough lease review and strategic planning essential. Let’s explore the intricacies of selling a business with a short-term lease, highlighting the crucial steps to protect your business’s salability and value.

Scrutinize Your Lease

Before initiating any sale process, a comprehensive review of your existing lease agreement is paramount. This goes beyond a cursory glance. You need to meticulously examine:

  • Lease Term and Renewal Options: Understand the exact expiration date. Identify any renewal options, including notice periods and conditions. Late notice can cause loss of renewal rights.
  • Rent Escalation Clauses: Analyze how rent increases are calculated and scheduled. Predict future rent obligations and their impact on profitability.
  • Transfer and Assignment Provisions: Determine if the lease allows for assignment to a new owner. Understand any restrictions or landlord approval requirements. This is one of the most important clauses to review.
  • Maintenance and Repair Responsibilities: Clarify who is responsible for repairs and maintenance. Identify potential liabilities for deferred maintenance.
  • Permitted Use of the Premises: Ensure the business’s current operations comply with the permitted use clause. Confirm that the buyer’s intended use is also permitted.
  • Termination Clauses: Understand the conditions under which the lease can be terminated. Identify any penalties for early termination.
  • Security Deposit and Other Financial Obligations: Verify the amount of the security deposit and its return conditions. Identify any other financial obligations, such as common area maintenance (CAM) charges.
  • Co-tenancy and Exclusive Use Clauses: Co-tenancy clauses can allow a tenant to break a lease if an anchor tenant leaves. Exclusive use clauses grant a tenant the right to be the only business of its type within the leased area. These can be very valuable to a buyer.

Why This Level of Scrutiny Matters

  • Business Valuation: A favorable lease significantly enhances a business’s value. Conversely, a problematic lease can deter potential buyers and lower the sale price.
  • Due Diligence: Potential buyers will conduct thorough due diligence, including lease review. Any red flags can jeopardize the sale.
  • Landlord/Tenant Relationship: Understanding the lease terms provides insight into the landlord’s expectations and potential flexibility.

Addressing Short-Term Lease Challenges

  • Holdover Clauses: Be aware of holdover clauses that can trigger substantial rent increases if you remain in the premises after the lease expires. Proactively address lease expiration to avoid unexpected financial burdens.
  • Month-to-Month Leases: While seemingly flexible, month-to-month leases can create uncertainty for buyers. Consider negotiating a longer-term lease with an exit clause to provide stability.
  • Professional Guidance is Essential: Engage a business broker with experience in handling sales with short-term leases. Seek legal counsel to review and interpret lease terms and negotiate favorable amendments.

Emphasizing Lease Importance to Buyers

  • Highlight the lease’s role in the business’s stability and growth potential.
  • Demonstrate how a secure lease can be a valuable asset.
  • Provide potential buyers with a clear and concise summary of key lease terms.
  • Protecting Your Business’s Salability

By prioritizing lease review, addressing potential challenges, and seeking professional guidance, you can effectively navigate the sale of your business with a short-term lease. Remember, a well-structured lease can significantly enhance your business’s value and attract qualified buyers.

Navigating Business Sales with Short-Term Leases
20 Feb 2025

Understanding the Basics of EBITDA

By |2025-02-21T01:17:33+00:00February 20th, 2025|Categories: Selling a Business, Starting a Business|Tags: , , , |

Understanding the Basics of EBITDA.

Ever wondered how companies get valued when they’re bought and sold? One of the most important numbers people look at is EBITDA. It’s a bit of a mouthful (Earnings Before Interest, Taxes, Depreciation, and Amortization), but it’s key to understanding a company’s financial health. Think of it as a way to see how much money a business is really making from its operations.

EBITDA: The Basics

EBITDA isn’t just for big M&A deals. Traders, analysts, portfolio managers, and even lenders all use it. It helps them figure out a company’s value and its ability to pay back debts. While EBITDA gives a great snapshot of performance, it’s not the whole picture.

If you’re thinking about selling your business someday, understanding EBITDA is super important. Knowing how it’s calculated can help you show off your company’s financials in the best possible light, making your post-sale cash flow look amazing to buyers. Investors often use EBITDA to figure out a company’s enterprise value, and buyers usually offer a multiple of EBITDA when making an offer.

EBITDA vs. Cash Flow: Clearing Up the Confusion

A common misconception is that EBITDA and cash flow are the same thing. They’re related, but definitely not identical. EBITDA is a useful measure of a company’s operational profitability, but it doesn’t tell the whole story. EBITDA is more like a proxy for pre-tax operational cash flow. It gives an estimate of the cash flow you might expect after a sale. By leaving out things like depreciation, amortization, debt, and taxes, EBITDA lets buyers compare different companies on a more level playing field. It focuses on earnings before those expenses, giving a useful, yet not perfect, idea of cash flow. Cash flow is a more complete picture of a company’s financial health, as it shows how much cash it has available for operations.

Adjusted EBITDA: Making Your Company Even More Attractive

Sometimes, a company has unusual expenses or income that aren’t part of its regular operations. That’s where adjusted EBITDA comes in. It takes those one-time or unusual items out of the equation to give a clearer picture of the company’s true operating performance. This is especially important in M&A deals, because it shows what the earnings might look like under new ownership.

Think of it this way: adjusted EBITDA helps paint a more realistic picture of your company’s future profitability, making it more appealing to potential buyers and helping everyone agree on a fair price. Common adjustments include one-time expenses or income, owner-related expenses, non-cash expenses, and other non-operational items.

Photo by Nick Fewings on Unsplash

Understanding the Basics of EBITDA - image of a dollar sign
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