Such a shipping cost structure is easily possible with the plugin. You actually have three separate shipping methods (i.e. you need to set up three shipping methods, all of them using the shipping by rules type):
Method 1 ("1-5 Business Day Delivery"):
Country: USA
rules:
Amount<=25; Shipping=5.95
25<Amount<=50; Shipping=8.95
50<Amount<=75; Shipping=10.95
.... (please continue yourself)
Method 2 ("3 Business Day Guaranteed"):
Country: USA only
rules:
Name="Alaska has a surcharge"; state2=="AK"; ExtraShippingCharge=10
Name="Hawaii has a surcharge"; state2=="HI"; ExtraShippingCharge=10
Amount<=25; Shipping=15.95
25<Amount<=50; Shipping=18.95
50<Amount<=75; Shipping=20.95
.... (please continue yourself)
Method 3 should now be obvious (exactly the same as Method 2, just with higher costs).
Please note that the ExtraShippingCharge feature needs at least the version 4.99 of the plugin. In earlier versions of the plugin you would need to define a custom variable and add that to all shipping costs.
Best regards,
Reinhold