...
my @stuff= (
  'hi:  65 abcdefghijklmnopqrst 85', 'bye: 12 bcdefghijklmnopqrstu 32',
  'hi:  86 sagfsdgsgwsehbbdgops 106', 'bye: 33 afasdfdfafasaafadfad 53');

my %cnt;
/(\w+)\D+(\d+)\s+\w+\s+(\d+)/ && push @{$cnt{$1}},($2,$3) for @stuff;

@$_ = sort { $a <=> $b } @$_ for values %cnt;

print
   map "\$${_}_from=$cnt{$_}[0] and \$${_}_to=$cnt{$_}[-1]\n",
      keys %cnt;
...

##</code><code>##

$hi_from=65 and $hi_to=106
$bye_from=12 and $bye_to=53

##</code><code>##

use strict;          # go for it
use warnings;
    
my @stuff= (
  'hi:  65 abcdefghijklmnopqrst 85', 'bye: 12 bcdefghijklmnopqrstu 32',
  'hi:  86 sagfsdgsgwsehbbdgops 106', 'bye: 33 afasdfdfafasaafadfad 53');

my %cnt;
/(\w+)\D+(\d+)\s+\w+\s+(\d+)/ && push @{$cnt{$1}},($2,$3) for @stuff;

@$_ = sort { $a <=> $b } @$_ for values %cnt;

my ($hi_from, $hi_to, $bye_from, $bye_to);  # if we *know* what to expect

while( my ($k,$v) = each %cnt ) {
   my @evil_plan = ( "\$${k}_from=$$v[0]", "\$${k}_to=$$v[-1]" );
   print join(' and ', @evil_plan), "\n";   # show what we prepared
   map eval, @evil_plan;                    # execute the unthinkable
}

print "\n$hi_from, $hi_to \n$bye_from, $bye_to\n"; # control