There are some sales where it is straightforward, you're talking to the person up front who is empowered to buy.

Then there are those sales where, as you say, understanding politics is the most important thing.

There is no trick that makes that complex sale easy but it sure is helpful to recognize that this is normal and know what you're dealing with.

I have sold B2B SAAS for 10+ years and I have seen it all. It all depends on the size of your buyer's organization, amount of politics involved (if larger org), red tapes to go through and various other challenges.

Let's break it down a bit.

- For prospects where company size is less than 50 employees or so, the owner/founder(s) are usually involved even if not from Day 1 and it is a lot easier to try and close the deal considering they have a real need/want for what you are selling.

- For prospects where company size starts going into 50-100 or more, now you are dealing with smaller teams with their own needs/politics etc. Not always, but often. This is where a good "champion" who may not be the final decision maker but is mostly sold on your product can be very helpful. Now, the downside is that if you cannot convince the champion, you will never get to the decision makers or will be very hard because they will just tell you to talk to the champions first.

I don't think a tool can solve this problem considering that is the premise of your post. It is a human problem.