I've started my squash and cucumbers inside and outside with mixed results as I am sure everyone here has, but last year I started them inside and we could not keep up with all the zucchini and summer squash and had fair results with cucumbers. The winter squash (Butternut and Mammoth Acorn) did not do so well, but I think that was do to the places I transplanted them to, not the transplant process itself. This year I have some new raised beds and I put in a couple cattle panel arches for them to grow on. It's all a grand experiment!
