I've not used either the Riedell R-Fit insoles or the Jackson Supreme insoles. I have strong pronation, different degree on each foot. I made my own corrective insoles. But I use a design approach similar to Riedell's: it's much superior to fixed insoles such as Jackson Supreme or Superfeet.
With corrective insoles, if you're lucky, what you buy will work right out of the box. But if you're not, you will need to go through a Goldilocks iterative sequence (this bed is too hard, this bed is too soft, this bed is just right). With fixed insoles, such as Superfeet or Jackson Supreme, trying out different ones typically will entail buying different ones. Making adjustments (e.g., adding or reducing support in some areas) may be difficult. And if you screw up, you might end up chucking it and starting over. And, of course, these fixed insoles are sold in matched pairs: if you have mismatched feet, you may have to buy two different pairs.
So, like Riedell, I start with a flat insole, and then add corrective local supports (e.g., longitudinal arch supports, metatarsal arch supports, and heel wedges) via Velcro tape. This way you can independently adjust the support for each area on each foot. There are several manufacturers that sell a range of off-the-shelf corrective local supports (I use Pedag). They typically attach via double-sided sticky tape, which is not too reliable. I peel off the double-sided sticky tape and use Velcro tape. With Velcro, you can easily adjust the position of the supports and swap out the supports to find the Goldilocks value. And, if you can't find an off-the-shelf support that works, you can more readily modify one or make one yourself.
Playing around with different interchangeable and repositionable components gives you greater flexibility at getting a proper fit, and at a lower cost, than trying out different fixed insoles. So if you're choosing between Riedell and Jackson, I would recommend Riedell strictly from a design perspective. I don't know how well they are made and how long they last, though. Hope others with direct experience will chime in.