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Yes, most of the time they will be there on time.

When you have low airflow relative ductwork capacity, it can be harder to balance with the need to mostly close dampers on runs closer to the furnace. Technically, you can't have ducts that are too large unless they're like double.

My comments are in the duct drawing attached re: where vs where not to add and how much, duct capacity vs real world airflow. This is just my take, opinions will vary.

The fractions reflect branch lines connected vs max capacity. Keep in mind, the duct system in the real world does not behave as it does on paper. This is not an exact science. To add -> if your basement has separate rooms with closed doors, give me the dimensions by room (foundation feet, floor sq ft and volume) and I can do it room by room, suggest specific duct sizes. Room A and B, and furnace room can be treated as one room. C should be separate as well as the room at the bottom/south side.

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First, I am attaching the pictures of the flex duct. All three small "connectors", about 3-5 ft, simply connect the pipe to the vent immediately on the first floor. One of the picture shows it clearly. I guess someone just didn't want to run 90 degree elbows:) The rest is tin pipes. Now, insulations. I am a bit confused. I understand that hot air from the inside of the basement can hit the cold concrete walls and it creates condensation on the walls. correct But currently there is that blanket insulation (and it has been here for 10 years) and walls behind that insulations are cold, The basement is clearly warmer that the concrete walls behind that R11 insulation. It's 68 inside now. I can touch the walls behind the insulation i some places (near the electrical panels and some other places) and the walls are absolutely dry. As I said, I do not think it is a vapor barrier that I have over the insulation. It is clearly breathable layer. So, the warm(er) air is getting to the cold walls, right And all is dry. Am I looking at it form the wrong perspective