It's actually not very difficult and is well documented here ...
To learn more about about how to handle pics, please read this thread in the Q&A - Help Forums, which also appears as a "sticky" thread at the top of every forum on the site.
How do I upload pictures to my posts for storage on milsurps.com? (click here)
Some public hosting sites are awful in how they support giving out to the user web links, which they can use to post in threads on bulletin board sites like ours. As a registered member, you can use our own site here to store you pics in the Member's Photo Gallery (click here). Once you store you pics there, it's a simple matter of using the IMAGE code we give you to cut-n-paste those pics into your personal posts here.
If you still have problems, email them to me at badger@milsurps.com and I'll resize them for you, then post them in the appropriate thread you want under your name
Regards,
DougInformation
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