Two Tall Guys Talking Sales
Lost deals are not just missed revenue. They are evidence. In this episode of Two Tall Guys Talking Sales, Kevin Lawson and Sean O'Shaughnessey challenge the easy excuses salespeople often use after a loss, especially "we lost on price" and "the customer made no decision." The real issue is usually deeper: weak value selling, poor discovery, unclear messaging, bad fit, or a failure to create enough business pain to justify change. If you care about Sales success, Revenue generation, and better Sales processes, this episode gives you a practical way to turn lost deals into better sales management decisions. Key Topics Discussed Why lost deals teach more than won deals — 00:42 Sean opens with a blunt premise: if you occasionally lose, you have something to learn. Won deals prove you did enough right. Lost deals expose where your Sales strategies, messaging, value creation, qualification, or execution broke down. Why "we lost on price" is usually the wrong answer — 01:16 Sean and Kevin push back on the idea that price is the real reason deals are lost. Their argument: price objections often reveal that the seller failed to establish enough value, urgency, or business impact. That is a Revenue management problem, not just a discounting problem. The danger of "no decision" as a sales excuse — 02:00 Kevin reframes "no decision" as a cop-out. If the customer does not act, the salesperson may not have created enough contrast between the pain of staying the same and the pain of change. Measure losses by stage, count, and dollars — 04:24 Kevin makes an important sales management distinction: losing an early lead is not the same as losing after scoping, quoting, proof of concept, or negotiation. Teams need to know where deals are leaking, how many are being lost, and how much revenue is being lost. Use lost deal analysis to sharpen your ideal client profile — 10:50 Sean connects lost deals directly to the ICP discipline. If your team repeatedly works hard and still loses with a certain type of prospect, that may not be a sales execution problem. It may be a market selection problem. RFPs, go/no-go decisions, and disciplined deal reviews — 12:43 Kevin points out that RFPs require a different level of structure. If your team keeps saying, "We never win those," the answer is not to complain. The answer is to inspect the process, build better decision rules, and stop chasing work you were never positioned to win. Key Quotes Sean O'Shaughnessey — 00:42 "You will learn more from analyzing your lost deals than analyzing your won deals." Kevin Lawson — 02:00 "No decision is a cop-out." Sean O'Shaughnessey — 04:09 "You don't lose a deal on price. No salesperson ever loses a deal on price." Kevin Lawson — 08:40 "Don't ask the five whys, ask the 500 whys when you don't know what's going on in your business." Sean O'Shaughnessey — 12:21 "Spend that time prospecting for more customers that are just like your ideal client profile, and you'll win rate what's going on." Kevin Lawson — 12:50 "Often simple is smooth and smooth is fast." Additional Resources Sean references the classic Strategic Selling gap concept: where the customer is today, where they want to be, and whether the gap is large enough to justify action. https://a.co/d/09kL0gKA Kevin also mentions the B2B Sales Lab, a private community where salespeople and sales leaders can bring real sales challenges, including lost deals, RFP struggles, ICP questions, and value proposition issues, into a practitioner-led environment for peer review and practical advice. b2b-sales-lab.com A Significant Actionable Item from this Podcast Review your last 10 serious lost deals, not unresponsive leads, but real opportunities that reached scoping, proposal, proof of concept, quoting, or negotiation. For each one, document the stage where it was lost, the dollar value, the reason given, the reason you believe is true, the customer type, and whether the prospect matched your ideal client profile. Then look for patterns. The value is not in explaining away one loss. The value is in finding the repeatable leak in your Sales processes. Summary This episode is a useful listen for any salesperson, sales manager, or business owner who wants better Business acumen around lost opportunities. Sean and Kevin argue that lost-deal analysis is not administrative cleanup. It is one of the fastest paths to better Value selling, sharper Messaging, stronger qualification, and more predictable Revenue generation. The conversation is direct, practical, and uncomfortable in the right way, because it forces the listener to stop accepting vague explanations and start inspecting the sales system. Listen to this episode of Two Tall Guys Talking Sales if you want to improve win rates by learning what your losses are already trying to teach you. B2B Sales Lab is a private, member-led community for sales professionals who want actionable insights, not theory. It's a space to ask real questions, share proven practices, and connect with others who are serious about improving revenue performance. Designed and led by veteran sales leaders, the Lab is where strategy meets execution. Join us at b2b-sales-lab.com You can reach out to Sean at New Sales Expert, LLC - Sean@NewSales.Expert [Sean@NewSales.Expert] - https://www.linkedin.com/in/soshaughnessey/ [https://www.linkedin.com/in/soshaughnessey/] You can reach out to Kevin at Lighthouse Sales Advisors & Sales Xceleration - kevin@lighthousesalesadvisors.com [kevin@lighthousesalesadvisors.com] - https://www.linkedin.com/in/kwlawson/ [https://www.linkedin.com/in/kwlawson/] You can book time on Kevin's calendar at https://lighthousesalesadvisors.pipedrive.com/scheduler/JP7rZXH3/virtual-meeting-booking-time-with-kevin [https://lighthousesalesadvisors.pipedrive.com/scheduler/JP7rZXH3/virtual-meeting-booking-time-with-kevin] You can book time on Sean's calendar at http://newsales.expert/sean-oshaughnessey-calendar/
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