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Sorry, I was too abbreviated. Which software are you using for your use case in the rpi, and how is it configured?
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I like Twister O/S its setup with serial login along with Xwindows Gui and telnet, ssh, ftp, i also have various ports to allow MP/M access if i run the Z80 pack.
i have accounts setup for different machines with diffferent shell settings. the Altair uses a Color Xterm configuration as i use the FABGL Ansi Terminal which provides graphics and VT100 capabilities.
from the serial connection i have access to anything i wish.
connection is done from the Altair using IMP, i find it better then using Kermit. Kermit Server is problematic.
For file transfers i have Xmodem, Ymodem and Zmodem installed on the Pi as well. i can do batch transfers if i wish but it is better to use ARC(compression) put everything i want into a single archive then send i over using SX(send xmodem)
configure wise it is just an open system and i can access ports or usually just use the command line and i have all my applications ready to go for each user.
very easy to send files back and forth at proper 9600Baud.
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I use mincom on my rpi as terminal to access CP/M systems over direct serial and found that the xmodem UI of minicom has a bug , a mismatch between actual folders and files, and a wrong one would often get selected so actual had completely different name to the one visually selected.
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I used minicom as well. Its basically a ascii Gui script sitting on top of SX,SY,SZ,RX,RY,RZ utilities, it is buggy and isn't great looking. so i have configured a inhouse BBS where i can manage the files cleaner and have descriptions.
I can pull files back and forth that way or i have a in house FTP as well.
i made a lot of my own scripts in perl and python to move things around. i have MUTT setup so i can send Gmail from the command line as well works great with the altair and imp.
i also use my Github to move things around. i'm in the process of creating a html portal to my github to make it easy for Elinks and Lynx to access my files from vintage machines.
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I am always on the lookout for a good serial terminal on linux which handles xmodem file transfer.
Secure CRT is good but too expensive when 30-day eval expires.
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everything basically comes back to SX,RX,SY,RY,RZ,SZ for X,Y,Z modem transfers and then various applications sit on top of them.
the issue is trying to manage the files in directories and then trying to archive them in such a way where you can put some blurb about what a file is.
internally a inhouse BBS works great or a inhouse HTML server which i also have.
i have a local HTML in house and since i have no issues with ELinks as a primary browser for text terminals i can use that to manage files as well creating scripts to dynamically change HTML pages.
or just do it by hand if needed.
i have not had the need for high level of protection for xmodem transfers other then putting encryption or password protection when creating an archive that will go out via xmodem.
you get into different ssh with more protections.