RedBloc,
You could create a new custom field of the dropdown variety and add regular, member, vip to it. Call it member_dropper for this example
Then you can tag each entry as you create it.
In your templates you can then add something like this employing the search parameter
Note that Guest group is always 3
{if group_id == '3'}
{exp:channel:entries channel="news" search:member_dropper="=regular" dynamic="no"}
....content…
{/exp:channel:entries}
{/if}
{if group_id == '5'}
{exp:channel:entries channel="news" search:member_dropper="=regular|member" dynamic="no"}
....content…
{/exp:channel:entries}
{/if}
{if group_id == '6'}
{exp:channel:entries channel="news" search:member_dropper="=regular|member|vip" dynamic="no"}
....content…
{/exp:channel:entries}
{/if}
There are probably a few more ways to come up with what you want. There may even be memebr addons over at devot-ee.com that may help