Of course, doing that is a lot of work. But at least your company is in a position to do the work once and automate it afterwards for all your customers.
FYI, we are deploying in the same manner as Cloudflare, with RSA/SHA1 and ECDSA/SHA256 side-by-side. We are committing our changes to the public ATS repository and hopefully those changes are useful to other projects. Unfortunately this is dependent on OpenSSL 1.0.2, so we might have to deploy beta code into production if the OpenSSL project can't beat Chrome's arbitrary deadline.