Even with a front-loader, smoke roll-out usually isn't a problem if your chimney is tall enough to meet the maker's required minimum height, usually specified int the manual. Draft will be weaker when it's warm outside, so you may have to be careful at that time...open the door a crack to evacuate the smoke out of the box, then open the door slowly. If you wait until the load is down to coals before you re-load, there won't be any smoke in the box anyway.
If your wood is dry, and you inspect your chimney from time to time, it's not something you really have to be worried about. There won't be anything to ignite down low in the pipe, just a little soot, and higher in the pipe, where heat diminishes, fires would be less likely to start up there.
What is your chimney setup going to be, liner in a masonry chimney, or through the roof Class A? If you are venting either through the interior of the house, the chimney will stay even warmer, and creosote deposits are even less likely except at the top where the flue exits the roof. There might be a few flaky deposits up there by the end of the season, but very little chance of it igniting unless you have a run-away fire in the stove (also not likely once you are familiar with how your stove runs and are comfortable with its operation.) I've stuck my hand in the top of the flue when my stove is running (Insulated liner in exterior masonry chimney) and the exhaust is barely warm at the top of the stack...not much chance of anything igniting up there under normal conditions.
Yep, you are still overly concerned, but you seem to be getting a little better.
Chimney fires are extremely unlikely if you clean your chimney on a timely basis (once a season for me,) and take care when ramping your stove up to temp on a fresh load (I use the timer in my phone so I don't get distracted when I have the air open.)
Class A double-wall has insulation between the layers, thus keeps flue gas temps high and creo deposits to a minimum. Here is a description:
"....blanket insulation encased between dual walls, offers the optimum in safety and performance. It keeps the outer wall of the chimney cool, while ensuring high flue gas temperatures for optimum draft performance. The inner wall is 25% thicker than competitive chimneys for an extra margin of safety. No locking bands or mechanical fasteners required. sleek 1" wall design provides for easy installations through 16" on-center framing. Designed for normal, continuous operation at 1000° F flue gas temperatures, subjected to rigorous and stringent HT requirements of the UL standard, including one hour at 1400° F, plus three ten minute chimney fire tests at 2100° F."
Here is a FAQ link on liner and pipe, and their opinion on Class A.
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I wanted the tee for cleaning convenience. If you top-vented and had a telescoping slip connector, the entry point would be higher when sweeping from the bottom, and that might be easier for feeding the brush and rods.
For sure, get your wood split, stacked and top-covered ASAP to take a advantage of the spring breezes and get a jump on drying your wood. Post in the "Wood Shed" forum for advice on getting your wood.