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Holes w/ Countersink on curved surfaces

Hi folks! I'm still struggling with easy hole creation on curved parts.
Consider the following steps to create a simple "pipe" shape:
1. On the Top plane create a new sketch
2. Sketch two concentric circles
3. Extrude to form a short pipe (20 mm depth)
Now, let's suppose I wish to create a hole through the wall of the pipe (e.g. along the X- or Y-axis), with a counterbore, in the dead centre (vertically / along the z-axis)
Can someone walk me through, step-by-step the following two scenarios:
A) create a hole in the centre of the pipe through one wall with the counterbore on the INSIDE
create a hole in the centre of the pipe through one wall with the counterbore on the OUTSIDE
I can achieve the above with offset planes, but I don't like that method because if I ever change the dimension of the original sketch circles, I have to move the offset plane manually.
I asked a similar question on this forum and it was suggested that I uncheck "start at sketch plane", but this hasn't been working for me to get a precise depth of counterbore.
Below is an example of what I'm looking for, in case I didn't do a good job describing what I'm trying to achieve.

Thanks in advance for the advice! Always learning....
Consider the following steps to create a simple "pipe" shape:
1. On the Top plane create a new sketch
2. Sketch two concentric circles
3. Extrude to form a short pipe (20 mm depth)
Now, let's suppose I wish to create a hole through the wall of the pipe (e.g. along the X- or Y-axis), with a counterbore, in the dead centre (vertically / along the z-axis)
Can someone walk me through, step-by-step the following two scenarios:
A) create a hole in the centre of the pipe through one wall with the counterbore on the INSIDE

I can achieve the above with offset planes, but I don't like that method because if I ever change the dimension of the original sketch circles, I have to move the offset plane manually.
I asked a similar question on this forum and it was suggested that I uncheck "start at sketch plane", but this hasn't been working for me to get a precise depth of counterbore.
Below is an example of what I'm looking for, in case I didn't do a good job describing what I'm trying to achieve.

Thanks in advance for the advice! Always learning....
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Best Answer
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NeilCooke Moderator, Onshape Employees Posts: 5,792
Please see the first comment (by me) here: https://forum.onshape.com/discussion/11239/improvements-to-onshape-march-1st-2019/p1
Also, how will you countersink the inside of a cylinder?(3D Print it is cheating).
Senior Director, Technical Services, EMEA5
Answers
Also, how will you countersink the inside of a cylinder?
Indeed! Further, the short video on Mate Connectors on that page sheds more insight into that function, which relates to my other question that you recently answered! BONUS!
What can I say? I am an amateur AND a cheater. But... I'm not sure I understand your question @NeilCooke !