Hey chambers,
Some quick suggestions from a heavyweight rider in Florida.
- The guys here are mostly Aussies who are blsessed with great waves and strong winds. MI does not get this (I used to live in Ann Arbor) but still has an active scene.
Seabreeze is a great site but people here are overwhelming into wave riding larger waves with good winds, neither of which you will get in MI.
Consider the following sites:
kiteforum.com (generic worldwide/US base with a larger focus on flat water/TT/airstyle)
chicago ktiesurfing - self explanatory, forum
MAC kiteboarding (online shop based in MI with good resources and local knowledge)
Real Watersports (aggressive online etailer based in NC that is an online powerhouse for US kitegear).
As a heavier rider who got into this sport weighing in at 245-250lbs, be skeptical of ANY flyweight (sub-140 lbs) or lightweight (140-185 lbs) instructor/salesperson. They really do NOT understand what larger guys need. Manufacturers tend to lump together lightwind riding and heavyweight riders as one category, but this does not always work out.
***Before you buy ANY full gear, get your lessons at a school because the school will have some of this gear and you will be able to TRY it before you buy it. ***My experience: to kite in 15 mph-20 mph with a TT, you will need a 16m+ sized kite. Blade Fat Lady, 2014 or later Ocean Rodeo Flite 17m, Cabrinha Contra 17m are all good choices.
22 mph -30 mph+ you will want a 12m, here the field is wide open, from Cab Switchblades, LF NRGs and Envys, Best TS v3, etc.
Alot of these kites aren't discussed here because these guys use dedicated wave riding kites like Ozone REOs that are not as helpful for the flat water/small chop/lower wind conditions/Twin tip styles you will use in MI. They are simply a different category and style of kitesurfing that use different gear and mechanics than the twin tip/powered riding styles you will need (they use an unpowered style that focuses on surfing a wave and simply using a kite as propulsion to get to the waves).
Separate from the kite, find a REALLY big board. At 250 lbs in lighter winds, consider a Spleene Monster Door, Litewave Wing 161, Naish Orbit, or Ocean Rodeo Mako King. When first starting out do not go below 155 cm and make sure its a WIDE/FAT board that is wider than 45cm (so ignore the Slingshot Glide offers you get as they are long but narrow). The board is critical, do not go for a small board to save a few dollars, it will make your experience miserable.
Finally, here is a useful link for figuring out kite size and board size. Research the statistical distribution of wind for your area so you know what wind ranges you are likely to encounter, type in your weight, and it will tell you what kite sizes are ideal. It also has a board size recommendation altho that part is sketchy imo, you will discover few boards in production are that large. MAC kiteboarding can help you ALOT here as they know the Lakes better than anyone else
jimbodouglass.blogspot.com/2011/01/interactive-kiteboarding-calculator.html In terms of best time to buy, Black Friday has been unbeatable the last few years (the Aussies here prob dont have that same tradition). After that, end of season which is basically right now. The disadvantage to waiting for Black Friday is that you may not get the products you want whereas right now there is greater availability, albeit at a higher price. 2014 is still being sold at MSRP but is about to get crushed when brands unveil 2015 gear in Aug/Sept. Take your time with the trainer and lessons, time is on your side in terms of buying gear. The wind sucks during the summer unless you live in the San Francisco Bay area.
Finally, come back to FL once you are a kitebaorder and roam around the Keys, island hopping from one Key to the next. Its a whole different universe than being a beachgoer :)