I like this map too, I put together a little summary that might help. Sorry it's a bit late.
This map is more difficult than usual to make money on. Because of the scale and time period, revenue drops quite quickly during transit. Lines need to be as straight as possible.
The way I have always played it is to have some services to make money such as the primary Eugene to New Salem express service. I accept that the strategic deliveries will run at a loss, the bugged port deliveries sort of ensure this. I know ports can be fixed, but the map was balanced this way. I go for lowest cost on the hauls. I like to retain Herbert Garatt as manager.
Unconnected track is allowed, so one strategy option is to setup some secondary money making services in the east. This area is flat enough. But need to have at least 6 house towns and preferably 8 before seriously looking into bond financing.
The main valley does get crowded. But hauling more Milk will earn enough track allowance to build a second line for slow freight. Depoting freight for the switch to faster trains works too.
There is a realistic path through the mountains of lower than 4%. Follow the river Eugene-Lowell-Oakridge. Head a little north to find a valley with a gentle slope to climb the range. At the pass go south again before heading east into Wickup.
Lastly, be patient. The map lasts 40 years. Don't over-do the bonds which are expensive, especially for the haulage that wont make a big return anyway. PS. Your shop will expand to make new engines a couple times during the game, you were almost to the second wave.