I'm in a similar boat with Pete. 16 months ago I decided to completely overhaul my lifestyle. Gym 5-6 days a week, and a complete diet change, "trimming" back to 1200 calories a day. Kinda fell of the wagon in October, but by that time I'd lost 120 pounds in about a year, and am now part of the 1/3 of Americans not considered overweight. I'd been up around 290 for about a decade, so it's been a pretty major change for me.
My calorie restriction was pretty severe, so I'm not sure if you really want to go that route. I never felt deprived, but I ended REALLY cutting back on meat. It was just too calorically dense. So most of the recipes I could recommend are vegetarian or use meat as seasoning only, not as a main part of the dish. If you're still interested, here are some of my favorite nice, easy, tasty dinners for me (calorie-restricted) and my wife (a perpetual size 2 that eats people under the table). Same meals, she just got 1.5x or 2x servings. One futher caveat. I call them Posole, or Onion Soup, knowing full well that they aren't REALLY those same dishes. It's just easier to call them that, okay? Most I won't go into detail, as they're so easy it's almost insulting to call them a recipe.
Posole: Simple and my favorite meal. At it's most basic, take whole hominy (start with dried. The canned stuff... it's just not quite right) a crap ton of tomatoes (may 3lbs?) cubed, a lb+ of poblanos sliced, chilis for spice (I used a minced habanero) plus chicken stock. Essentially, it's cook the hominy. Add cooked hominy to large dutch oven. Add poblanos and let soften a bit covered. Add tomatoes and chilis (if using). Season appropriately (salt, pepper, chili powder if that's your thing) remembering to not overdo the salt as it'll all reduce (my friends always F that up, though I feel silly telling it to someone on this forum). Let go until you get the consistency you like. Take off the heat. Finish with a bit of butter or, since we've got a ton in the freezer, duck fat. Stupid simple, barely even a recipe, really, but damn good.
Lentil cakes over vegetable hash: Cooked lentils, half hit with an immersion blender, bound single egg yolk and bit of arrowroot, seasoned with some salt and lightly w/ garam masala. (Binding is... a bit tenuous before pan frying, so watch out). Vegetable hash is really just any veg you've got. Usually summer squash, tomatoes, not too spicy chilis, mixed together in a pan on the stove top, seasoned with salt and pepper, and a good dose of rice vinegar. Until you get a thicker consistency then done.
Channa Masala (chole): Awesome dish. Go easy on the oil while caramelizing onions (everything gets soupy anyway, so may as well hit the onions with some baking soda) and heavy with the chilis. Only calories are coming from the chickpeas unless you pair it with a ton of rice.
I did this for over a year, so I've accumulated a good number of fast easy dishes. PM me if you wanted more ideas of what we did or want actual recipes with steps and everything.
