Routing Issue Accessing Inside Interface of ASA

Question

Ok so I'm making this more complex than it needs to be and can't see the forest for the trees. I'm setting up an ASA 5510 with multiple contexts. I'm working with my main internal context for my internal traffic. I have created interfaces on this context as follows:
interface Ethernet0/0.1
description outside interface
nameif outside
security-level 0
ip address 1.1.1.2 255.255.255.252
interface Ethernet0/1.1
description inside interface for internal context
nameif inside
security-level 100
ip address 10.10.50.150 255.255.0.0
same-security-traffic permit intra-interface
route outside 0.0.0.0 0.0.0.0 1.1.1.1
NOTE: Also has ssh configuration but can't document that here.
My workstation has an IP 10.10.30.20 255.255.0.0 with a default gateway that points to my core switch (10.10.50.151).
When I try to access the inside interface of the ASA via ssh from my workstation I can't connect. I tried to ping the inside interface IP address of the ASA from my workstation and it doesn't reply. I can however ping anything on my internal network from the ASA through the inside interface. What am I missing on this?
Thanks.

Answer 1

I figured out this issue but now have a new issue. The problem I had accessing the internal network from the ASA was due to the core switch I was being routed through. After looking at the core I saw that the default route was redirecting all traffic to the IP address of the inside interface on the production ASA. I have since pulled a spare switch and created an isolated network with a laptop and the inside interface on the new ASA. This worked great.
Now to my new problem. I am trying to access our ISPs external address from the ASA. The ISP has provided us with two vlans (100 and 101) on one connection and has given us two public IPs (one is the IP for the router on their end and the second is the IP I am supposed to use on my outside interface for vlan 100). I have created sub-interfaces on my outside interface and defined 0/0.1 as vlan 100 and 0/0.2 as vlan 101. VLAN 101 will go to our rack at our disaster recovery site so it will just be an extension of our existing network.
My network is as follows:
                               ISP (IP 2.2.2.1)
                                        |
                                        |
                               3560-CG switch (both ports -- to ISP and ASA outside interface are configured as trunk ports)
                                        |
                                        |
                               ASA (outside 2.2.2.2 vlan 100)
When I try to ping the 2.2.2.1 address from the ASA it doesn't work. If both my ASA outside port and the port to the ISP are both trunk ports shouldn't it route both VLANs (100 and 101) without any issue or am I missing something in my thinking?
Thanks.