Powershell split on last instance of character per line

Since you're dealing with filenames, you should use the Split-Path cmdlet:

PS> $paths = "classes/CaseHandler.cls", `             "email/Insurance_Templates/Policy_Amend_Approval_Request.emailcode"

To get the directory parts:

PS> $paths | Split-Pathclassesemail\Insurance_Templates

To get the file parts:

PS> $paths | Split-Path -LeafCaseHandler.clsPolicy_Amend_Approval_Request.emailcode

And putting those together to get the format you're after:

PS> $paths | % { Split-Path $_ ; Split-Path -Leaf $_ }classesCaseHandler.clsemail\Insurance_TemplatesPolicy_Amend_Approval_Request.emailcode

I'm providing this answer because the accepted answer proposed an alternate solution to OP's problem and left the question in the title unanswered. Since that is the question Google brought me here for, I'll leave my solution here for future readers.

The quickest way I've found to do this is with regular expressions. For example, let's say you want to separate the host and port from a host:port pair. It would be easy to split on :, but if the host is an IPv6 address, we'll be splitting in the wrong spot.

Instead, the following regular expression could be used: ([0-9A-z.\-:]*):([0-9]*):

> $client1 = "127.0.0.1:65535"> $server1, $port1 = if ($client1 -match "([0-9A-z.\-:]*):([0-9]*)") {$matches[1], $matches[2]}> Write-Host "The server is $server1 and the port is $port1"The server is 127.0.0.1 and the port is 65535> $client2 = "[2001:db8::1]:8123"> $server2, $port2 = if ($client2 -match "([0-9A-z.\-:]*):([0-9]*)") {$matches[1], $matches[2]}> Write-Host "The server is $server2 and the port is $port2"The server is [2001:db8::1] and the port is 8123> $client3 = "edge-http-uswest-004.example.com:8920"> $server3, $port3 = if ($client3 -match "([0-9A-z.\-:]*):([0-9]*)") {$matches[1], $matches[2]}> Write-Host "The server is $server3 and the port is $port3"The server is edge-http-uswest-004.example.com and the port is 8920> $client4 = "2034:a9c2::0102:009a:443"> $server4, $port4 = if ($client4 -match "([0-9A-z.\-:]*):([0-9]*)") {$matches[1], $matches[2]}> Write-Host "The server is $server4 and the port is $port4"The server is 2034:a9c2::0102:009a and the port is 443

It is fairly forgiving when unexpected data is encountered:

> $client5 = "localhost"> $server5, $port5 = if ($client5 -match "([0-9A-z.\-:]*):([0-9]*)") {$matches[1], $matches[2]}> Write-Host "The server is $server5 and the port is $port5"The server is  and the port is

And with a new regular expression, it can be used to solve OP's problem (though I'd still prefer the accepted answer for this purpose):

> $path = "C:\Program Files (x86)\Example Inc.\example.exe"> $dir, $file = if ($path -match "([A-z0-9:.\ ()]*)\\([A-z0-9.]*)") {$matches[1], $matches[2]}> Write-Host "Directory: $dir`nFile: $file"Directory: C:\Program Files (x86)\Example Inc.File: example.exe