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It's not too hard if you tailor your resume to the duties of the job descriptions you are going for.
It would probably be easier if you made the transition internally. Especially if you don't have any direct experience.
I think that depends on your skill in these new roles. Can you prove that you know what you're doing?
Yes I have rollout experience and accomplishments across different lines of business, and have been responsible for vendors delivering on application configuration, integration build and change management. I wonder how I can translate this into relevant product / digital skills and stand out from the high number of qualified candidates in this market