How do I add more than one over method to a mojolicious route?

You can just use both conditions in over like in this test:

use Mojolicious::Lite;

# dummy conditions storing their name and argument in the stash
for my $name (qw(foo bar)) {
    app->routes->add_condition($name => sub {
        my ($route, $controller, $to, @args) = @_;
        $controller->stash($name => $args[0]);
    });
}

# simple foo and bar dump action
sub dump {
    my $self = shift;
    $self->render_text(join ' ' => map {$self->stash($_)} qw(foo bar));
}

# traditional route with multiple 'over'
app->routes->get('/frst')->over(foo => 'yo', bar => 'works')->to(cb => \&dump);

# lite route with multiple 'over'
get '/scnd' => (foo => 'hey', bar => 'cool') => \&dump;

# test the lite app above
use Test::More tests => 4;
use Test::Mojo;

my $t = Test::Mojo->new;

# test first route
$t->get_ok('/frst')->content_is('yo works');
$t->get_ok('/scnd')->content_is('hey cool');

__END__
1..4
ok 1 - get /frst
ok 2 - exact match for content
ok 3 - get /scnd
ok 4 - exact match for content

Works fine here with Mojolicious 3.38 on perl 5.12.1 - @DavidO is right, maybe bridges can do the job better. :)