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added 26 characters in body
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briantist
  • 3.3k
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PowerShell, 8282 89 bytes

$a,$b=$args;$a..$b|%{($_,(-join[char[]](5833..47+58..127|random -c "$_".Length)))[!($_%8)]}

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PowerShell, 82 bytes

$a,$b=$args;$a..$b|%{($_,(-join[char[]](58..127|random -c "$_".Length)))[!($_%8)]}

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PowerShell, 82 89 bytes

$a,$b=$args;$a..$b|%{($_,(-join[char[]](33..47+58..127|random -c "$_".Length)))[!($_%8)]}

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Source Link
briantist
  • 3.3k
  • 15
  • 21

PowerShell, 82 bytes

$a,$b=$args;$a..$b|%{($_,(-join[char[]](58..127|random -c "$_".Length)))[!($_%8)]}

Try it online!