Hi
Isn’t that a chicken and egg situation? At what point can we be satisfied that he not going to pay up??
Is it better to rattle of the recorded delivery letter indicating intention to start Small Claims process?
Reading what you have tried already to get him to do the job, or refund you, I would suggest you have reached the stage of writing the warning Letter Before Action. There are plenty of LBA template letters for doing this on line.
It is not a legal requirement, but a judge might take a dim view of you at least not given him the opportunity to sort things out, before involving the small , claims court. Document it as much as you can, all the way from first contact, your questions and his replies to them, plus dates, plus type of communication -as accurately as possible. If it does get that far, make sure you turn up to the hearing, so your side i heard. Likely it will just be a small office with a desk and a judge sat there, really nothing to be afraid of - all very informal.
Winning your case, is only half of the battle, the other half is getting the cash out of him. If you are sure he has property, then pay for a bailiff to recover your money and the cost of the bailiff.