Interesting observations ... I've been thinking about this a lot.
My sneaky character was doing well in Skyrim because his early points went to sneak and bow, so he hit very hard from the shadows and basically one-shotted most enemies. Thing is, though, against multiple enemies in Solstheim with longer health bars, those one-shot battles didn't work, and he suddenly felt very weak. Remember that once you're in combat you are throwing away a hell of a lot of points and perks in Stealth, so you're character starts to feel gimped.
It's the same with a god-in-the-making character, where a lot of points have gone into Smithing, Enchanting and Alchemy but you haven't got any of those high enough to be o/p.
If I were trying Solstheim relatively early, I'd try to go for a build where every point went to damage output and mitigation, whether along mage lines or warrior lines. You'd also need as many level-up bonuses in health as possible, so you'd need to find magicka- or stamina- boosting gear early in Skyrim before going. The Gauldur amulet quest might help, but I'm not sure how hard that is for a starting character.
This is exactly what I was trying to get at with the "Sneaky Ranger Character" part.
Yeah, I could nearly One-Shot an enemy, but in this DLC, enemies come in Groups, so the Stealth aspect of things has gone right out of the window.
As for the Gear you wear, it's difficult to get decent Weapons and/or Armour/Robes in the early stages of the game. But, once you get to around Level 20, helpfull Equipment starts to show up in the odd Boss Chests.
If going to Solstheim as a Mage in the early stages of the game, I would consider completing the COW Quests to get the Arch-Mage Robes. They'll give you the Boosts to Magicka and Reductions in the Magic Schools you'll need, combined with maybe the Ring of Erudite (
or whatever it's called) from the Dawnguard Vampire Miscellaneous Quest.
Doing the Thieves Guild Quests to get some good Sneaky Gear would help for "Sneaky Ranger Characters". Maybe Linwe's Armour (
I think that's her name) for the added Bow Damage.
All of these things can be obtained before you even get to Level 20. So there's the way of preparing your lower level Characters Equipment-wise, but as for perks and Stat Points, I would just put quite a few points into Health and a little in Stamina for a Warrior and Rangers, and for Mages, I'de put like... 30/70 to Health and Magicka, with Magicka being 70 and Health being 30. So basically, for every 10 levels, put 7 points into Magicka, and 3 points into Health.
it all depends on how you want to play to be honest, and this is all my Personal Opinion. You can do whatever you want really. Run into Solstheim at Level 1 with nothing but a Shiv if you like. I'm just giving little Help Guidlines to people who want to start at a lower Level than my Personal Level Requirement (
around Level 25).