Sometimes the problem can simply be tooling. You might have the plans and part of the know how, but is your tooling even capable of building the jigs necessary to build the tooling necessitated by the spiffy new equipment? And while you have the technical know how to understand the design, do your workers have the knowledge to make it?
In other words, an example: Recently at my job (I work as an inspector/machinist in a small shop specialized in spare parts for bigger shops) I was assigned a part to produce with pretty tight geometrical tolerances, which I am to do with an old hybrid (part conventionnal part numerical) lathe which dates from 2001 and can't even use one of its 8 tool pockets anymore (just to give the general idea...its old and ornery, and gets worst as time passes by of course, still, I havn't had a part return yet).
First off: the plan and set-up themselves. Recently I had one of the guys, a very competent machinist with about 20 years of experience (not a mere operator, the guy is a really good machinist) come to me to explain a certain geometrical tolerance type. It's useless to point out that if you don't know what it is, you don't know how to set-up as to respect it.
Second off: the capabilitys of the machine. So for my part I had to respect a cylindricity of 0.0005" on three interior diameters for about 8 inches long. Problem is my lathe does a taper of about 0.001" for a cut of 4 inches long which CANNOT be corrected. How can you work past that? You can't with the machine, you gotta do your best with sand paper and such...long, hard and impresise work, more the work of an artist.
Third off: The technical know-how for manufacturing. When I got to the inspection section of my job for said part, I realized that one of the three diameters was well off the desired tolerance...something like 0.0015" for one of the two parts, the other a bit better off (might have might first return...sure hope not, its a new big client, that would be a bummer). Now I'm not the best machinist, I lack experience and confidence, but I always seek support from the older guys around me (some of them are miracle workers, even if in one case the eyes simply aren't good enough anymore, hence the need for a good inspector)...yet this wasn't enough to paliate the fact that the material doesn't necessarly react like you thought which can screw the precautions used during set-up and screw the whole process.
Now I was just making 2 spare parts (took about 24 hours, was estimated and sold at about 16 hours)...but if your making the jig for a jig for a tooling to build a jig...well you can see how much of a set-back it can be, and make it so that maybe the process of building spiffy new equipment might take so many years that your own developpment will be rendered useless once a merchant comes along with equipment at reasonable price.