Why engineers pursue analog summing?
With the following caveaut in mind....not all summing setups are the same, there are a variety of results depending on the summing box. There used to be a hardware summing shootout up at the VintageKing site, check that out.
Summing outside the box can add width and depth which are noticeably different and some say better, like analog desks of old. This is the primary reason a lot of people go to external summing or at the very least, a hybrid summing process. Yes, there is the added factor of tube or transformer color but the whole point of summing externally is to try and capture the characteristics of an expensive analog desk, like an SSL or Neve, at a much lower price point. The "glue" factor of an SSL or the width and depth you can achieve over a digital mix can be attained quicker if you are mixing into that sound and perceived sonic space.
Digital is just a pristine uncolored world of exact precision with a lot of plus factors like automation. It often fails at producing a sound which is similar to the music we loved from the past. This is why it requires a whole different understanding and process to produce similar results as our analog past. You have to learn how to color digital and create the depth and width that is achieved quicker with a summing box or preamp of your choice.
If you get a chance to experiment with summing setups you will find that you can get similar results in the digital world, it just takes a lot more time to get your busses and plugins aligned. Me, I prefer summing in the box and running out to a pair of decent hardware EQs and preamps. There are only two situations where I think digital fails for summing and that is modern country & metal rock. The SSL mixed sound and these genres go hand in hand. I have known a lot of guys who pursue getting these sounds at a lower cost and it never quite gets there. Most any other type of music can pull it off in digital or digital with a little hardware on the two buss.