The Dreaded Work With

I probably shouldn’t discuss this, but this concept has become completely out of control, and honestly, I’m at a loss for words on how to address it.

I’m going to set the scene for you.

You are a sales representative - you could be killing the game, or struggling to stay afloat, or a favorite in the distributor realm, or a mystery to your manager regarding your whereabouts each day - doesn’t matter. We all have goals, direction, and focus, and maybe you need a bit more within a certain supplier category. You receive an email “at least” 3 weeks in advance (could be a month, could be a day, let’s just stay honest) that - low and behold - your prayers have been answered, and you get to spend a DAY with a stranger, only focused on ONE category in the vast categories of wine. Happy now?

This is my den of despair.

It doesn’t have to be, and like a naive child in the woods, I actually look forward to these days on the road with someone else. I believe in my sales skills, my wines, and my ability to adapt to any situation. However, I KNOW how hard it is to arrange buyers to be in one place at a certain time to see me, and then be happy to taste ONLY South American wines, and then actually buy something - I don’t know if anyone understands the pain I feel forcing an individual to do this. I’ve tried to mix up the wines I present, I bring a few luxury nuggets, play the “affordability” card - that look of anguish doesn’t completely go away. I always tell people, “Get me to the table and it will work”, and it usually does. It’s just the art of getting there, and now I’ve involved a poor, abused soul of a sales representative - sorry guy.

A few things that have recently been working:

  • “Take me to two accounts and lunch”. The stress cloud will lift for a minute - but just a minute. You still need to find two GOOD accounts; by that, I mean a buyer that will be physically present, wants to taste something (eh, I would even take someone that wants to listen), and NEEDS to buy something from my portfolio - whether they know it or not. Lunch sounds like a luxury, but it’s more of a “get to know you” vehicle, and a “what can I do for you” plan of attack. This could be the beginning of something good, or end right here and now. Both are valid.

  • “Do we even do this?” You may be professionally obligated to, you may need to write a recap that you will send at end of day, or you may need to show our distribution footprint. I say poo poo to all of that. If you are going to take me on a milk run, this is a waste of our time. Is it better to map out what wines will work for your run? I recently met a rep who told me we are going to see seven specific accounts. GREAT! When I asked him if the buyers would be there, he said no - well, maybe at two of the stops. So, then, why am I with you? We did the day - I followed him to his accounts, and we DID sell something, but again, why? Was it necessary that I was physically there? This rep (who could not have been nicer) and I made a pact; we strategized, we know how to do this now. That will never happen again. Everyone needs to make money, and everyone needs to be happy.

  • “Let’s go big or go home.” Before the rep has a chance to think, I send a wish list of desirable accounts. This is a little obnoxious, and I feel horrible for presuming I know someone’s business, but I also want to be effective and efficient. “Take me here” isn’t something someone who knows what they are doing wants to hear, but it does break down my expectations. I only do this with people I know, or people I’ve worked with before. We have established boundaries, we have a bit of trust. But, don’t trust anyone, not even me (well, maybe me) - always a running line in my head.



Sad to say, a few of these things work, but they are not the answer. Prior to COVID, days like this usually had a very good outcome. We would jump in one car (yes, I did not follow someone in my own car - we actually had a converstation), laughed at the nonsense of our jobs, disclosed personal stories, and invested in each other as professionals. It’s a different scene now, and a different group of salesmen and women are navigating how to get the job done. Where do I fit in?

Below are a few shots of success stories and people who were actually happy to be with me. (mostly because they sold stuff!). Great relationships will follow you forever, but there is such a thing as bad press - don’t fall into that trap. Always be kind, always show up, always keep to your word. I hope the sales teams in these pictures, and all of those that I come into contact with, feel that energy from me.





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The Stress Of The Unknown - Blitz Drama