It is absolutely a problem and it will absolutely come to bite them in the rear as soon as other EVs close the technology gap.
My girlfriend and I have been trying to purchase a car for months now and it's been such a mess. The problems all began when she ordered a mid range only to have Tesla discontinue that line of cars without warning just a few hours later. They not only stopped taking orders, but they decided they weren't going to make cars for the people who had already ordered them. From there, we got linked to a bad sales adviser, who despite good intentions, consistently gave awful and misinformed advice. I won't go into details on everything that has happened.
Now that I have had the displeasure of dealing with multiple facets of the service side of this company, I am convinced that a large part of the problem has to do with the organizational structure. The people who you meet face to face in the Tesla stores have little actual decision making power. These are the people who know you, who have worked with you, who know your story. The decision-making structure is centralized, and so every decision of any consequence gets sent up the chain of command, until ultimately it reaches someone who doesn't know you, has never talked to you, and makes no effort to discuss the situation with the customer. It is a very impersonal and frustrating experience.
You, as the customer, cannot reach anyone with any authority. Online service chats, phone calls, emails...you talk to someone with no information and no authority, who then tells you they will escalate your situation to management and that you will hear back in a few days. Most of the time you do not hear back. Certainly, management does not make any effort to talk to you about the issue at hand. Contrast this to a typical car dealer where all of the decision making power is usually contained within the building. You can go to the manager and look him in the eye and know that he heard you.
Just today I got an email response to a very important question that I had sent a full week ago, only they answered the wrong question. It's clear no one made any effort to actually look into the situation. The poor employee who sent me the email response was, of course, just a messenger, as the actual substance of the response was generated elsewhere. It wasn't his fault, it wasn't his responsibility, and that's the problem.
The decisionmakers in this company exist in a bubble. The poor people on the front lines who have to hear us complaining can do nothing about it. And it's frustrating for everybody.