Combine water, kosher salt, and sugar in a saucepan over low heat; cook until sugar and salt dissolve, 4-5 minutes. Set aside to cool to room temperature.
Puree cherry tomatoes, habanero peppers, garlic, and allspice with the salt and sugar mixture in a blender until smooth.
Score the skin side of each piece of chicken 2 to 3 times, about 1/8 inch deep. Place pieces in a large bowl or lidded container. Pour tomato brine over chicken pieces, making sure all pieces are covered. Refrigerate 4 to 6 hours.
Remove chicken pieces and transfer to a plate or baking sheet lined with paper towels. Pat chicken pieces dry with more paper towels.
When ready to cook, start the Traeger on Smoke with the lid open until a fire is established.
Combine thyme, cumin, black pepper, cayenne pepper and oil in a small bowl.
Brush each chicken piece with thyme and oil mixture.
Smoke the chicken form 30 minutes to 1 hour
Increase the temperature to 350 degrees and continue to roast the chicken until the internal temperature in the thickest part of the thigh registers 165 degrees F on an instant read thermometer, about 50-60 minutes.
Remove the chicken quarters to a plate and brush each piece with Thai sweet chile sauce. Transfer to a plate and allow chicken to rest for 10 minutes before serving.