Routing ignoring more specific routes?

[AppliedOps]

Hi!
Longtime FreeBSD user (since 1996) and I've been using PFSense on and off since 2015. I'm doing some work where I'm trying to send traffic from a PFSense VM down two different gateways on the same L2/L3 domain and its ignoring the more specific route.

The local network is 10.0.0.0/28

The default route hits 10.0.0.1
The route for 10.0.1.0/24 goes to 10.0.0.3

netstat -rn shows the routing table has the correct information.
If I try to traceroute to 10.0.1.55, it instead goes to 10.0.0.1

This issue does NOT exist in opnsense and doesn't exist in regular FreeBSD so I must be missing something.

I also went all the way out and tried using BGP to sort this out and that didn't work.

This is in a VM but I've tcpdumped everything and its not the VM.
Basically I'm trying to get an OpenVPN network pointed at a few places and its not working.

Anyways, I'd appreciate any tips since this not working is really silly :)