5 Sales Leadership #WorstPractices When Times Get Tough
āThe importance of sales management depends upon the importance of the field selling job.ā
āPrior to 1907, most personal salesmen sold barehanded. it was comparatively easy to sell merchandise in the field. Sales management was haphazard and hit-or-miss, because field selling was generally smooth-sailing.ā
– Quotes from 1909ās book, Sales Management
Now, replace āPrior to 1907ā with āBetween the Fall of 2020 and mid-2022ā and read this again.
Iām not much of a pot-stirrer, but I do have a spoon.
So many of the issues weāre blaming the field for – and Iām hearing on the daily – are actually leadership issues. Tasked with doing āmore with lessā, are we actually executing strategies that result in doing āmuch less with lessā? Weāre asking the field to be more productive and effective, but we tend to be doing things that are actually making that harder!
1) Casting a wider net:
If on a given day a rep is calling on ten different industries and five different buyer personas, thereās zero chance of them being more effective.
Do the opposite! Do firmographic sprints!Ā
Pick a vertical where you’re seeing some success. Focus on it for a few weeks. Bring in industry experts and/or customers from that verticle for a session with the team. Ask them (a) what’s top of mind right now in their business & role, (b) how they’re measured and how it’s going, (c) where they go to get smarter about their industry, business and role, and (d) ask them if you can see their inbox…what stands out and what doesn’t.Ā
You’ll find their confidence goes up…and confidence is contagious. Their empathy to outcomes will go up, too, which leads to short-term and long-term revenue growth. They’ll be seen as advisors and consultants instead of a necessary evil. Win rates will go up. Cycle lengths will shorten. Time to loss will go down, too…as qualification in and out will become more efficient. Try it! Then, expand out slowly.Ā
2) Cutting investments in enablement & training:
In so many cases Iām seeing & hearing, weāre placing the burden of skill & process optimization on the leaders themselves..whatever is in their head is what weāre going with. My business has experienced a palpable shift…small companies have stopped investing. However, larger companies are investing MORE!Ā
- Sales Melon LLC revenue from companies under $100M in revenue: First 6 months of 2022 = 51% | First 6 months of 2023 = 20%
- Sales Melon LLC revenue from companies over $1B in revenue: First 6 months of 2022 = 26% | First 6 months of 2023 = 59%
- Number of clients: First 6 months of 2022 = 22 | First 6 months of 2023 = 11%
- Revenue? Almost flat year-over-year
Go get a Sales Assembly membership for your team and take advantage of everything! Call meā¦or one of the many people who study revenue optimization as a life focus.
3) āThe beatings will continue until morale improvesā cultures:
If your team is concerned about their jobs, theyāre not sleeping as well. When they donāt sleep as well, they donāt perform as well, theyāre less creative, and at least part of their time is CYA keeping their eyes out for their next job.
Invest time in understanding the science of intrinsic inspiration – what actually drives your teams to stay, do their best, thirst for learning, perform, and advocate for you, your company and your customers!
4) Top Grading
āOur sales team isnāt cutting it – and there are many salespeople on the market. Letās top-grade!ā
Let’s think about this one for a minute. You’re missing short-term targets. You believe a large portion of the team is the problem. You begin to invest the time, resources, and opportunity cost in recruiting in hopes you can find “better” salespeople. How long does it take to find, hire, on-board, and see the fruits of that labor? Six months? A year? Or, are you just looking for an excuse to tell your boss and the board?Ā
If your team has said āthirst for learningā, youāre 95% of the way there! Invest in that learning. If they don’t have that thirst, find it…create it…and if it doesn’t come up, then consider tactical flips. But only then! Water those seeds!Ā
5) “Clear ROI or Bust” Thinking
I commented on a LinkedIn post this morning from Jeff Rosset saying that CEOās prevailing thought on everything right now is,
āI am not willing to pay for anything that doesnāt drive clear ROI.ā
Smart growthā¦yes! Howeverā¦
I’m seeing leaders take this point to an extreme. When they say, “I am not willing to pay for anything that doesnāt drive clear ROI“, they’re eliminating the investments in enablement…teams, training, etc. CEOs (I had one I had to convince was incorrect once) and boards tend to see the line between what they often consider “overhead” and optimization as too squishy (versus “clear”) to the ROI.
Throughout history, the tighter the market, the more important every element of your revenue engine is optimized. With every opportunity that your team is working on finding, developing, cultivating and/or closing right now, it will never be any earlier than right now.
There are so many more…injecting automatic price increases into contracts, cutting travel budgets entirely (when the competitors are still seeing their prospects and your customers), etc.
So, I’ve now stirred the pot a little. What do you think?
At the very least, be careful out there! And remember, there are so many incredible resources out there to help. If you need some help – even if that just means talking to your CFO about this, happy to provide some ideas!

I speak and teach revenue organizations on how to leverage transparency and decision science to maximize their revenue capacity. Itās what I doā¦teach sellers, their leaders, and really entire revenue organizations the how we as human beings make decisions, then how to use that knowledge for good (not evil) in their messaging (informal and formal), negotiations and revenue leadership. I wrote a 3x award-winning book (šš©š¦ šš³š¢šÆš“š±š¢š³š¦šÆš¤šŗ šš¢šš¦), and have a newish book out (šš©š¦ šš³š¢šÆš“š±š¢š³š¦šÆšµ šš¢šš¦š“ šš¦š¢š„š¦š³) now that just won its first award!
Reach out if you want to discussĀ The Transparency SaleĀ sales methodology,Ā or reallyā¦anything else (sales kickoffs,Ā workshops,Ā keynotes, the economy, history, etc.)! EmailĀ info@toddcaponi.comĀ or call 847-999-0420.
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