Osage Advisors, LLC

Osage Advisors, LLC Osage Advisors. Boutique Investment Bank. Selling a business is much more than a financial transaction – it is a very personal matter.

Making the decision to sell the business that you worked so hard to build is a major life decision, and our team approaches every opportunity with great care and concern. Our goal is always to bring you the best value when we sell your company, and this means more than just the best price. It also means finding a buyer who will be the right fit for your employees and customers, so that the busines

s you built can continue its success. We work hard to guide you through every step of the process to ensure a great experience and the results you desire.

05/28/2026

Selling a business in today’s market is no longer just about financial performance. Buyers are now asking a new question: “How is your company using AI?”

In this episode of The Ins and Outs of Selling a Business™, Keith Dee sits down with Ken Winell, Co-CEO of Nexus Digital Group, to discuss how artificial intelligence is changing the way businesses are evaluated, operated, and valued.

They explore how business owners can prepare for AI-related due diligence, why having an AI policy matters, and how companies are using AI to improve efficiency, supply chain management, HR, marketing, and competitive strategy. If you’re thinking about selling your business, this episode explains why AI readiness could directly impact your valuation.

Watch the full episode here: https://youtu.be/Hqh0BkP4bo0��

Listen here: https://www.podbean.com/eas/pb-gx5zq-1ad5d34

You have a strong offer on the table and you’re ready to move forward. But before signing the LOI, there’s one question ...
05/27/2026

You have a strong offer on the table and you’re ready to move forward. But before signing the LOI, there’s one question every seller needs to ask: can the buyer actually close the deal?

In our latest blog post, we explore why certainty of close is one of the most important and overlooked factors in any transaction and how the wrong buyer can derail a deal late in the process.

Read the full blog to learn how to evaluate buyers beyond the numbers: https://osageadvisors.com/news-event/certainty-of-close-the-most-overlooked-risk-when-selling-your-business/

05/26/2026

Deals are getting harder to close and buyers are asking more questions than ever before.

In our latest episode of The Ins and Outs of Selling a Business™, Keith Dee explains why buyers are moving more cautiously and why preparation matters more than ever. Today’s buyers are taking a deeper dive into every aspect of a business, from financials to operations to legal records. The more prepared you are before going to market, the smoother the process will be when scrutiny intensifies.

Watch the full episode to learn how to keep your deal on track in a slower, more demanding market.

Watch the full episode here: https://youtu.be/ds4Mu_DHgxw

Listen here: https://www.podbean.com/eas/pb-uyhuf-1acd414

05/21/2026

Why are business sales taking longer to close in today’s market?

In this episode of The Ins and Outs of Selling a Business™, Keith Dee explains why buyers are moving more cautiously and what business owners can do to keep deals on track. Keith discusses the impact of market uncertainty, buyer hesitation, due diligence pressure, and the importance of being fully prepared before going to market. From financial reviews to management alignment, he shares why preparation is critical to building buyer confidence and maximizing value in today’s M&A environment.

If you’re considering selling your business, this episode offers practical insights to help you prepare for a smoother and more successful transaction.

Watch the full episode here: https://youtu.be/ds4Mu_DHgxw

Listen here: https://www.podbean.com/eas/pb-uyhuf-1acd414

05/20/2026

Most business owners prepare for the financial side of selling a company. Few prepare for the mental pressure that comes with it.

In our latest episode with Dr. Parker Hays of Lasting Impact Wellness, we discuss “pre-mortem thinking” and why high performers ask: “What could derail this deal before it happens?”

It’s a powerful mindset shift for business owners navigating high-pressure decisions during the sales process. Watch the full episode to learn how business owners can stay resilient, avoid burnout, and make better decisions under pressure during the sales process.

Watch the full episode here: https://youtu.be/RrzFmc7RLSY��

Listen here: https://www.podbean.com/eas/pb-sn4qm-1ac3e4c

05/14/2026

Selling a business can test even the strongest leaders, especially when stress, internal conflict, and decision fatigue begin to build.

In Part 2 of this conversation, Keith Dee sits down again with Dr. Parker Hays of Lasting Impact Wellness to discuss how business owners can stay focused and resilient throughout the sales process. They explore burnout, emotional endurance, handling pressure from family members and key employees, and practical strategies for making better decisions when the stakes are highest.

If you’re preparing to sell your company, this episode highlights why mental clarity and recovery are critical to getting the right outcome.

Watch the full episode here: https://youtu.be/RrzFmc7RLSY��

Listen here: https://www.podbean.com/eas/pb-sn4qm-1ac3e4c

Selling a business is not just a financial process. It also requires mental preparation.In our latest blog post, we expl...
05/13/2026

Selling a business is not just a financial process. It also requires mental preparation.

In our latest blog post, we explore insights from Keith Dee’s conversation with performance coach Lauren Johnson on how mindset directly impacts outcomes during a sale. From due diligence to closing, the way you respond under pressure can either move a deal forward or quietly derail it.

Read the full blog to learn why mindset matters just as much as strategy when selling your business: https://osageadvisors.com/?post_type=news-event&p=1470&preview=true

05/12/2026

Think the deal is over once you close? Not always.

In our latest episode of The Ins and Outs of Selling a Business™, Keith Dee breaks down the post-closing true-up process and why indemnification clauses can become one of the most frustrating surprises for sellers. Months after the deal feels complete, unexpected claims can still surface and impact your final outcome.

Watch the full episode to understand what happens after closing and how to protect yourself from costly surprises.

Watch the full episode here: https://www.youtube.com/watch?v=N88OuP1kGGM��

Listen here: https://www.podbean.com/eas/pb-5vxhy-1aba1b9

05/07/2026

You sold your business… then the buyer came back with a different number.

In this episode of The Ins and Outs of Selling a Business™, Keith Dee explains the post-closing true-up process and why it can become one of the most frustrating parts of a transaction. From working capital disputes and inventory adjustments to indemnification claims and earnouts, Keith breaks down the key areas that can impact what sellers ultimately walk away with after closing.

If you’re preparing to sell your business, this episode explains how proper deal structure and experienced advisors can help protect you from costly surprises.

Watch the full episode here: https://www.youtube.com/watch?v=N88OuP1kGGM��

Listen here: https://www.podbean.com/eas/pb-5vxhy-1aba1b9

05/06/2026

Selling your business isn’t just about the deal. It’s about who you are after it’s done.

In our latest episode of The Ins and Outs of Selling a Business™, Keith Dee sits down with Dr. Parker Hays to discuss how to stay sharp when the stakes are highest and why clarity around your values matters before, during, and after a sale.

The transition from founder to what’s next isn’t always easy. Having the right guidance can help you stay grounded and make decisions that align with who you are and who you want to become.

Watch the full episode to learn how to navigate the mental side of life after the deal.

Watch the full episode here: https://youtu.be/arw6DGjG_Gs��

Listen here: https://www.podbean.com/eas/pb-ak4e4-1ab0907

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Centerbrook, CT
06409

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