If rekeying is in your conversion plan, consider the cost benefit of converting this historical information. It may be easier to keep a machine with the old information and software loaded for inquiries if the information does not easily convert to the new system. To start implementing the new system, select a time when things are slow at the office, such as weekends and after normal working hours. You may want to run parallel systems for a while until you know your new system is working properly. If you are the least bit apprehensive of in-house capabilities to convert the system, you should consider farming out the work.
Nothing is more frustrating, expensive and disruptive than a bad conversion.
Take a hard look at your experience level and make an objective decision. Finally, you must train everyone who will use the system. Training dollars are the best dollars you can spend. Administrators should participate in the external training classes given by the vendors and bring their knowledge back to the office. Provide initial internal training and schedule additional classes after everyone has had a chance to work with the new system.