• Signs It’s Time to Sell Your Business – Recognizing the Right Moment Before It Passes
    Jul 3 2025

    Summary
    In this episode of the Steps To Sold Podcast, hosts Brandon Bourgeois and Chris Sater discuss the critical signs that indicate when it's time to sell a business. They explore common myths surrounding business sales, the importance of preparation, and the impact of family dynamics on succession planning. Through real-world stories, they highlight the consequences of waiting too long to sell and emphasize the need for proactive strategies to maximize business value. The conversation also covers the significance of understanding business valuation and the role of timing in the selling process, ultimately encouraging business owners to be prepared for unexpected changes.

    Takeaways

    • Most business owners wait too long to sell.
    • There's rarely the perfect time to sell.
    • Don't walk into the process of wanting to sell, not knowing.
    • Burnout or declining passion is a key sign.
    • You need to be proactive.
    • Don't wait till your employees start looking around.
    • The process of sale doesn't start when you call us.
    • You can either grow or die.
    • Don't miss that window of opportunity.
    • Your retirement plan is your kids.

    Chapters

    00:00
    Recognizing the Right Time to Sell Your Business

    02:39
    Myths and Misconceptions About Selling

    05:29
    Key Signs Indicating It's Time to Sell

    08:20
    The Importance of Business Preparation

    10:51
    Family Dynamics and Succession Planning

    13:45
    Real-World Stories of Timing and Selling

    18:16
    Proactive Strategies for Business Owners

    22:45
    Final Thoughts on Selling Your Business

    Keywords
    business selling, timing, preparation, myths, family dynamics, valuation, proactive strategies, real-world stories, business owners, succession planning

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    36 mins
  • From LOI to Close: What Really Happens Behind the Scenes
    Jun 19 2025

    Summary
    In this episode of the Steps to Sold podcast, Brandon Bourgeois and Chris Sater delve into the intricate process of transitioning from a Letter of Intent (LOI) to closing a business deal. They discuss the common misconceptions surrounding LOIs, the importance of timelines, and the critical role of due diligence. The hosts emphasize the necessity of involving the right professionals, such as accountants and attorneys, and the significance of preparation in ensuring a smooth transaction. They also highlight the emotional aspects of the process and the broker's role in managing expectations and keeping the deal on track. Ultimately, the conversation serves as a comprehensive guide for sellers and buyers navigating the complexities of business sales.

    Takeaways
    The LOI is just the beginning of the deal process.
    Timelines are crucial and should be adhered to strictly.
    Involving the right professionals early can save time and stress.
    Preparation is key to a successful sale.
    Buyers and sellers should manage their expectations throughout the process.
    Communication is essential to avoid misunderstandings.
    Due diligence can uncover issues that affect the deal.
    Emotional readiness is important for both buyers and sellers.
    The broker plays a vital role in facilitating the deal.
    Understanding the terms of the LOI is critical for both parties.

    Chapters
    00:00 Understanding the LOI: The Journey Begins
    05:12 Timelines and Deadlines: Keeping the Deal on Track
    09:00 The Role of Due Diligence in Closing
    13:29 Preparing for Post-LOI: The Importance of Readiness
    18:37 Navigating Financing and Legal Considerations
    21:49 Changes to the LOI: Implications for the Deal
    25:57 Emotional Preparedness: Counting the Money Before It's There
    26:55 Navigating Working Capital and Buyer-Seller Dynamics
    29:29 The Role of Brokers in Deal Structuring
    31:29 Managing Expectations and Communication
    35:11 Preparation: The Key to Successful Transactions
    37:43 Understanding the Post-LOI Phase
    39:50 The Importance of Relationships in Transactions
    41:46 Financial Preparedness and Common Pitfalls
    43:14 Reps and Warranties: Protecting Both Parties
    45:36 Closing the Deal: What to Expect
    51:11 Final Thoughts and Best Practices

    Keywords
    LOI, closing, due diligence, timelines, financing, brokers, business sale, seller, buyer, transaction


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    52 mins
  • Same Business Different Deal - How Buyer Type Shapes the Structure
    Jun 13 2025

    Summary

    In this episode of the Steps To Sold Podcast, Brandon Bourgeois and Chris Sater discuss how different buyer types influence the structure of business transactions. They explore the importance of fit beyond just price, the distinctions between asset and stock purchases, and the unique challenges faced by individual buyers. The conversation also highlights the advantages of strategic buyers and private equity firms, emphasizing the need for sellers to understand the complexities of deal structures and financing options. In this conversation, Brandon Bourgeois and Chris Sater delve into the intricacies of selling a business, focusing on the role of private equity groups, negotiation strategies, and the importance of due diligence. They discuss the different types of buyers, the significance of aligning expectations, and the need for sellers to be prepared for the transition process. The conversation emphasizes the importance of timelines in deal structures and the mutual respect required between buyers and sellers to ensure successful transactions.

    Takeaways

    • Different buyer types can significantly impact deal structure.
    • Fit matters more than just the price in business transactions.
    • Asset purchases are common in smaller deals, while stock purchases are typical for larger ones.
    • Individual buyers often require more support and training during the transition.
    • Seller financing can pose risks for both buyers and sellers.
    • Strategic buyers may have existing relationships that facilitate smoother transitions.
    • Private equity firms often have pre-committed capital for acquisitions.
    • Sellers should consider competitors as potential buyers for better deals.
    • Understanding working capital needs is crucial for deal success.
    • Deal structure involves more than just the sale price; it includes terms and conditions. Choosing the right private equity group is crucial for success.
    • Private equity offers unique deals that individual buyers may not provide.
    • Negotiation strategies are essential in securing favorable terms.
    • Due diligence is a critical part of the selling process.
    • Sellers should align their expectations with the type of buyer they choose.
    • Timelines in the Letter of Intent (LOI) are important to adhere to.
    • Preparation for due diligence can save time and stress during the sale.
    • Respecting the buyer's time is key to a smooth transaction.
    • Building goodwill with buyers can lead to long-term relationships.
    • Understanding the transition process is vital for sellers.

    Chapters

    00:00 Introduction and Father's Day Greetings

    01:18 Understanding Buyer Types and Deal Structures

    03:15 Asset vs. Stock Purchases

    06:27 The Role of Individual Buyers

    10:12 Challenges with Seller Financing

    13:36 Strategic Buyers and Their Advantages

    16:52 Private Equity and Deal Structures

    23:14 Understanding Private Equity Groups

    25:40 Evaluating Offers and Negotiation Strategies

    28:09 The Role of Transition in Business Sales

    30:50 Timelines and Deal Structures

    34:36 Preparing for Due Diligence

    37:00 Finding the Right Buyer

    Keywords

    business transactions, buyer types, deal structure, asset purchase, stock purchase, seller financing, strategic buyers, private equity, business valuation, working capital, private equity, business sale, negotiation, due diligence, buyer types, transition, deal structure, seller strategies, investment, business evaluation

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    43 mins
  • The State of the Market – Selling Your Business in 2025
    Jun 6 2025

    Summary

    In this podcast episode, Brandon Bourgeois and Chris Sater discuss the current state of the market for selling businesses in 2025. They explore key trends, including inventory challenges, buyer behavior, financing options, and the importance of scalability for business growth. The conversation highlights the uncertainty in the market and how it affects both sellers and buyers, emphasizing the need for preparation and adaptability in deal structures. In this conversation, Brandon Bourgeois and Chris Sater discuss the current state of the business market, focusing on financing challenges, seller sentiment, and the importance of preparation for potential sellers. They emphasize the need for sellers to be flexible and ready to act, as well as the growing trend of franchises in the market. The discussion also covers business valuations, multiples, and predictions for future market activity, highlighting the importance of being prepared for upcoming opportunities.

    Takeaways

    • The market has seen significant changes in inventory levels.
    • Sellers are hesitant due to market uncertainty and financing challenges.
    • Buyers are looking for businesses with guaranteed revenue and scalability.
    • Interest rates have impacted deal structures and buyer behavior.
    • Preparation and proper financials are crucial for sellers.
    • Creative financing options are becoming more common in deals.
    • Market dynamics are shifting, with buyers seeking long-term growth.
    • Sellers should not wait for the perfect time to sell their business.
    • The importance of understanding buyer priorities in the current market.
    • Good deals can still happen even in tough market conditions. Private equity groups have minimum targets for investments.
    • Small deals are hard to finance due to high rates.
    • Sellers should keep their financials clean and ready.
    • Seller sentiment is cautious; many are hesitant to sell now.
    • It's better to get on the market sooner than later.
    • Franchises are becoming more prevalent in the market.
    • Buyers are still paying high multiples due to limited supply.
    • Sellers need to prepare their businesses like an audit.
    • The market is expected to stabilize in Q3 and Q4.
    • 2026 may present significant opportunities for sellers.

    Chapters

    00:00Market Overview and Key Trends

    02:50Inventory Challenges and Seller Hesitation

    05:46Buyer Behavior and Market Uncertainty

    08:45Financing and Deal Structures

    12:03Scalability and Business Growth

    15:04Buyer Priorities and Market Dynamics

    20:09Market Dynamics and Financing Challenges

    21:58Seller Sentiment and Common Mistakes

    25:28Preparing for Market Opportunities

    29:04Franchise Trends and Business Models

    30:15Understanding Business Valuations and Multiples

    34:49Future Market Predictions and Seller Readiness

    Keywords

    market trends, selling business, inventory challenges, buyer behavior, financing, deal structures, scalability, business growth, market uncertainty, seller hesitation, business market, seller sentiment, financing challenges, business valuation, franchise trends, market predictions, seller mistakes, business opportunities, economic uncertainty, buyer activity

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    41 mins
  • Organizational Mistakes That Can Derail a Sale
    May 29 2025

    Summary
    In this episode of the Steps To Sold podcast, Brandon Bourgeois, Chris Sater and guest Nathan Hamaker discuss the organizational mistakes that can derail a sale. They explore common financial missteps, the importance of clean bookkeeping, and the implications of different business structures on sales. The conversation delves into the differences between cash and accrual accounting, the advantages of stock sales versus asset sales, and when business owners should consider reorganizing before a sale. The episode emphasizes the need for proper planning and understanding of financial practices to maximize business value during a sale. In this conversation, Nathan Hamaker, Brandon Bourgeois, and Chris Sater discuss various challenges and strategies related to business operations, particularly in construction and bookkeeping. They delve into the importance of accurate financial records, common bookkeeping mistakes, the implications of PPP and EIDL loans, and effective tax strategies for business owners. The discussion also covers employee retention strategies post-transaction and explores the complexities of ESOPs and their tax implications. The overarching theme emphasizes the necessity of maintaining clean financial records to facilitate better decision-making and successful business transactions.

    Takeaways

    • Business owners often neglect their bookkeeping responsibilities.
    • A clean set of books is crucial for a successful sale.
    • Revisiting entity structure can save on taxes during a sale.
    • Cash basis accounting is simpler but can misrepresent financial health.
    • Accrual accounting provides a more accurate financial picture.
    • C-Corps are less common and can lead to double taxation.
    • Stock sales are generally more favorable for sellers than asset sales.
    • Buyers often prefer asset sales to avoid unknown liabilities.
    • Proper planning should start at least three years before a sale.
    • Certain industries, like medical and construction, may have red flags for buyers. Seasonal businesses have limited time to generate revenue.
    • Construction bookkeeping is complex due to multiple projects.
    • Reconciliation is crucial to avoid gaps in financial data.
    • Tax strategies can significantly impact business profitability.
    • Employee retention is vital during ownership transitions.
    • ESOPs can offer tax benefits but come with complexities.
    • Accurate financial records are essential for business success.
    • Common bookkeeping mistakes can lead to significant issues.
    • Understanding P&L is critical for effective business management.

    Chapters

    00:00Introduction to Organizational Mistakes in Sales

    01:11Common Financial Missteps in Business

    03:56 Understanding Cash vs. Accrual Accounting

    06:11 Legal Structures and Their Impact on Sales

    09:41 Stock Sale vs. Asset Sale: Tax Implications

    13:22 The Benefits of Stock Sales for Sellers

    17:10 When to Reorganize Before a Sale

    20:03 Accrual vs. Cash Accounting: Why It Matters

    22:26 Industries with Potential Red Flags for Buyers

    22:53 Understanding Seasonal Business Challenges

    25:37 Common Bookkeeping Mistakes in Construction

    27:30 The Importance of Reconciliation

    30:30 Navigating PPP and EIDL Loans

    34:43 Tax Strategies for Business Owners

    37:45 Employee Retention Strategies Post-Transaction

    39:47 Exploring ESOPs and Their Tax Implications

    41:23 The Importance of Accurate Financial Records

    Keywords
    organizational mistakes, sales, business structure, financial missteps, accounting, tax implications, stock sale, asset sale, legal structures, business valuation, business challenges, bookkeeping, construction, PPP loans, tax strategies, employee retention, ESOPs, financial records

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    44 mins
  • The Deal Behind the Deal: What You’re Really Agreeing to With a Seller Note
    May 22 2025

    Summary
    In this conversation, Brandon Bourgeois and Chris Sater delve into the intricacies of seller financing, emphasizing its importance in business acquisitions. They discuss the role of seller notes, how to structure them effectively, and the ongoing relationship between buyers and sellers post-sale. The conversation also addresses common misconceptions about seller financing and the legal considerations that must be taken into account to protect both parties involved in the transaction. In this episode, Brandon Bourgeois and Chris Sater delve into the intricacies of seller financing, emphasizing the importance of personal guarantees, the risks associated with seller notes, and the necessity of clear communication between buyers and sellers. They discuss the emotional and financial implications of seller financing, the need for structured agreements, and the potential alternatives to seller financing. The conversation highlights the significance of building relationships and understanding the unique needs of different industries when it comes to financing business transactions.

    Takeaways
    Seller financing is an underrated tool for closing deals.
    The relationship between buyer and seller continues post-closing with seller notes.
    Understanding the mechanics of a seller note is crucial for both parties.
    Seller financing can bridge the gap between business valuation and lender requirements.
    Buyers should be aware of the debt service obligations associated with seller notes.
    Structuring seller financing properly can prevent cash flow issues later on.
    Sellers often have misconceptions about the necessity of seller financing.
    The standby period in seller financing is essential for buyer stability.
    Legal structures, such as personal guarantees, are important in seller financing.
    Communication and trust between buyers and sellers are key to successful transactions. Personal guarantees show commitment from the buyer.
    Sellers must be prepared for potential losses on seller notes.
    Clear communication is essential in seller financing agreements.
    Seller financing does not equate to free labor from the seller.
    Building a relationship with the seller is crucial for success.
    Sellers should not expect the same rates as traditional financing.
    Payment terms should be clearly defined in the LOI.
    Not every deal requires seller financing; alternatives exist.
    Certain industries may necessitate seller financing due to customer relationships.
    A seller note is a promise that extends beyond the closing table.

    Chapters
    00:00 Introduction to Seller Financing
    03:02 Understanding Seller Notes
    06:09 Structuring Seller Financing
    09:00 Post-Sale Responsibilities and Relationships
    12:01 Common Misconceptions about Seller Financing
    14:59 Legal Considerations in Seller Financing
    19:54 The Importance of Personal Guarantees
    21:16 Understanding Seller Notes and Risks
    23:52 Building Relationships in Seller Financing
    25:50 Navigating Seller Financing Rates
    27:03 Clarifying Payment Terms in Agreements
    29:43 The Role of Seller Financing in Business Transactions
    31:40 Evaluating the Need for Seller Financing
    33:38 Alternatives to Seller Financing
    35:21 Industry-Specific Considerations for Seller Financing
    37:22 The Promise of Seller Notes and Reasonable Terms

    Keywords
    seller financing, seller notes, business acquisition, deal structure, post-closing relationship, misconceptions, legal considerations, SBA loans, buyer-seller relationship, financing options, seller financing, personal guarantees, seller notes, business transactions, payment terms, industry considerations, buyer-seller relationships, financing rates, escrow alternatives, business brokers

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    40 mins
  • Negotiation Strategies That Close More Deals – How to Handle Tough Negotiations
    May 8 2025

    Summary
    In this episode of the Steps to Sold podcast, Brandon Bourgeois and Chris Sater delve into the intricacies of negotiation strategies in business sales. They discuss the emotional dynamics involved, the common pitfalls that can derail deals, and the importance of building trust and relationships between buyers and sellers. The conversation emphasizes the need for preparation, understanding motivations, and knowing when to walk away from a deal. Through anecdotes and insights, they provide valuable guidance for navigating the complex world of business negotiations. In this conversation, Brandon Bourgeois and Chris Sater discuss effective negotiation strategies for business acquisitions. They emphasize the importance of listening to sellers, offering options instead of ultimatums, and the critical role of the Letter of Intent (LOI) in setting the tone for negotiations. The speakers also explore creative solutions for overcoming obstacles in negotiations, the necessity of having the right team in place, and the significance of timing in decision-making. They conclude with key takeaways for successful negotiations and the importance of being open and adaptable in the process.

    Takeaways

    • Negotiation is an art that requires preparation and strategy.
    • Emotions play a significant role in business negotiations.
    • Understanding the seller's perspective is crucial for buyers.
    • Small details can lead to major deal breakers.
    • Building trust is essential for successful negotiations.
    • Buyers and sellers should be open to flexible transition timelines.
    • Preparation includes both financial and mental readiness.
    • Negotiators should have multiple strategies to achieve their goals.
    • Ego can hinder the negotiation process and lead to conflicts.
    • Developing a relationship can enhance the likelihood of a successful deal. Listening to the seller is crucial for understanding their mindset.
    • Offering options creates a sense of control for the seller.
    • The LOI is a critical document that sets the tone for negotiations.
    • Creative solutions can help overcome obstacles in negotiations.
    • Having the right team is essential for successful negotiations.
    • Timing is important; take time to consider responses.
    • Be willing to walk away if terms are not favorable.
    • Trust your broker's expertise in negotiations.
    • Be open to different options to achieve the best deal.
    • Building relationships is key to successful negotiations.


    Chapters

    00:00 The Art of Negotiation in Business Sales

    03:07 Understanding Emotional Dynamics in Negotiations

    06:01 Common Pitfalls and Conflict in Business Deals

    08:56 The Importance of Trust and Relationship Building

    12:04 Navigating Financing and Seller Expectations

    15:00 The Mindset of a Skilled Negotiator

    17:45 Knowing When to Walk Away from a Deal

    26:18 Practical Negotiation Strategies

    28:15 Offering Options, Not Ultimatums

    30:53 The Importance of the LOI

    36:04 Creative Solutions in Stuck Negotiations

    40:45 The Right Team for Negotiations

    43:50 The Importance of Timing in Negotiations

    48:57 Final Takeaways and Closing Thoughts


    Keywords
    negotiation strategies, business sales, emotional dynamics, trust, relationship building, common pitfalls, financing, seller expectations, skilled negotiator, walk away, negotiation strategies, LOI, deal making, buyer-seller relationship, business acquisition, negotiation tactics, seller financing, creative solutions, negotiation team, timing in negotiations

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    51 mins
  • What Good Buyers Do Differently with Special Guest George Wellmer
    May 1 2025

    Summary

    In this episode of the Step to Sold podcast, Brandon Bourgeois and Chris Sater engage with George Welmer, founder and CEO of Tupelo, to explore the intricacies of buying businesses. They discuss the challenges buyers face in a competitive market, the importance of understanding the market landscape, and the steps buyers should take to prepare for inquiries. The conversation highlights the significance of crafting effective inquiries, recognizing red flags in buyer behavior, and navigating the due diligence process. Additionally, they delve into the realities of business valuation and the necessity of financial preparedness for prospective buyers. In this conversation, Brandon Bourgeois, George Wellmer, and Chris Sater discuss the intricacies of business sales, focusing on the importance of data rooms for confidentiality, effective communication between buyers and sellers, and the common misconceptions surrounding business acquisitions. They emphasize the need for buyers to conduct thorough due diligence, build relationships, and understand the risks involved in purchasing a business. The discussion also touches on the significance of well-prepared business listings and the realities of financing a business acquisition.

    Takeaways

    Buyers must understand the market before making inquiries.

    Crafting a personalized inquiry can set buyers apart.

    Financial preparedness is crucial for serious buyers.

    Generic inquiries often signal a lack of genuine interest.

    Understanding business valuation is key to negotiations.

    Buyers should avoid analysis paralysis during due diligence.

    The quality of financial statements varies in small business transactions.

    A buyer profile can streamline the inquiry process.

    Pre-qualification for loans can enhance buyer credibility.

    Buyers should focus on industries where they can add value. Data rooms are essential for maintaining confidentiality in sales.

    Buyers should do their homework before engaging with sellers.

    In-depth questions from buyers indicate serious interest.

    Building relationships is crucial in buyer-seller interactions.

    Buyers should avoid overwhelming sellers with questions.

    Misleading narratives about no-money-down deals are common.

    Understanding financial metrics is vital for buyers.

    Buyers should be cautious of listings that seem too good to be true.

    A well-prepared listing indicates a serious business opportunity.

    Buyers need to be aware of the risks involved in business acquisitions.

    Chapters

    00:00 Understanding the Buyer Landscape

    03:00 Preparing to Inquire: Key Steps for Buyers

    06:04 Crafting Effective Inquiries: The Importance of Buyer Profiles

    09:02 Red Flags in Buyer Behavior

    12:10 Navigating Due Diligence: Common Pitfalls

    15:06 Valuation Realities: Understanding Market Expectations

    18:11 The Role of Financial Preparedness in Buying Businesses

    24:47 The Importance of Data Rooms in Confidential Sales

    32:18 Effective Buyer-Seller Interactions

    40:42 Navigating Misleading Business Acquisition Narratives

    Keywords

    business buying, buyer profiles, due diligence, market understanding, business valuation, SBA loans, buyer behavior, business brokers, M&A transactions, financial preparedness, data rooms, business sales, buyer-seller interactions, business acquisition, financial due diligence, broker insights, search funds, business listings, buyer profiles, market conditions

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    50 mins