What’s the Deal with Being Exit Ready? - Sarah Rainwater & Matt Uhler

Most business owners spend years building something valuable — yet never prepare it to be sold.

In this shorter episode of What’s Your Deal?, Matt Uhler and Sarah Rainwater break down why exit readiness is one of the most overlooked (and most powerful) strategies in business ownership. Preparing your business for exit isn’t just about selling — it’s about running a healthier, more profitable, and more valuable business today, while preserving the option to exit when and how you choose.

Matt shares real-world experience from decades of buying, selling, and advising business owners, including why most businesses are not ready to sell when owners think they are, how small financial decisions multiply at exit, and why time and preparation dramatically change outcomes.

Whether exit is on your radar now or years away, this conversation will help you start thinking like an owner — not just an operator — and treat your business like the asset it truly is.



Timestamps: 


00:16 – Why exit readiness matters for every business owner


00:51 – The role of repetition (“reps”) in building strong businesses


01:40 – Running a business like it will be sold


02:39 – Matt’s journey from janitorial business to business ownership


03:43 – The “silver tsunami” and missed exit opportunities


04:20 – Why businesses are assets, not just jobs


05:26 – The untapped world of business buying and selling


06:26 – Why exit readiness impacts retirement outcomes


07:30 – Why valuation reality matters


08:16 – The importance of knowing where your business truly stands


08:59 – How long exit preparation really takes


10:19 – Why coaching and accountability change results


11:55 – Seeing blind spots and staying on track


12:47 – Operating for ownership vs. operating for exit


13:34 – What happens when owners wait too long


14:45 – Why owners delay exit preparation


16:01 – What’s included in an exit readiness evaluation


17:40 – Financial mistakes that reduce exit value


18:36 – How multiples amplify financial decisions


19:21 – Monthly coaching, KPIs, and value creation


20:11 – When and how to start preparing for exit


21:45 – Where to learn more about exit readiness




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