I must admit, this map continues to surprise me. It has a fun look to it. Some bits need some work - the weird blob between Oregon Zoo and Goose Hollow foe example - but it's coming along. The biggest element that isn't working for me visually at all is the photo behind the title... this is a map of vivid, primary colors, and strong graphic elements, but the top of the map looks like it belongs on a different map entirely.
Other bits look great - I especially like how you've approached the rail lines with bold strokes and sharp corners - though I notice that some corners are awkwardly rounded, like the blue corner below PSU. What I think makes the rail lines work is that they are unabashedly flat and bold, as are the colors of the regions which I also like. Ditto the bikes, the botom legend, and the shoe (which makes me chuckle - I wonder what Phil would say??) Meanwhile the bridges are not flat and not bold - you've muted the color palette for the bridges and made them 3-D and shaded, making it look like some kid left some lego pieces on top of your map.
In terms of gameplay there are a few things to sort out still. For starters, we have always tried to avoid four-way borders. The four-way intersection will confuse players who will wonder if Alameda and Irvington connect... i wonder that myself.
And forgive me for not following the discussion on this, but to me the bikes attacking each other makes no sense. Why a bike would allow you to jump directly from St. Johns to Reed leaves me perplexed. It's not logical, and I don't really think it makes the play of the map any better. in fact, I'd say it makes things worse because now the regions are impossible to hold - in the NE every territory is a border, and in the SE only two territs are safe. Wow, now that i look at it, downtown and NW are all border terits as well, and N has only one safe territory. Potentially frustrating map to play, because with unholdable regions with big bonuses, as it will come down to who gets the best drop to start.
And some of the graphic elements lead to gameplay confusion. Station 7 seems to be able to attack a causeway of some sort... is that a link to Swan Island? NW ind?