Without any sarcasm or snark intended, I think that the questions you're asking indicate that it would be definitely be advisable to pay someone else to do the job. A timing belt and water pump job probably won't be fun for someone that isn't pretty confident in what needs doing and how they're going to do it. As @Jack Vogt's subtle nod to Dirty Harry reminds us, "a man's got to know his limitations".Also would it be advisable to have it done at the dealer?
Understandable if you dont have the time.Depending on your salary/hourly rate at work, it may be worth paying somebody else to do it. If it takes you 10 hrs plus you have to buy tools, it’s possible it would be “cheaper” to have someone else do it.