First off, the difficulty of the CLEP is entirely dependent upon the specific test you are talking about. I found Principles of Management, due to the fact that I was an assistant manager at Little Caesars for 6 years, to be relatively easy. I already had an intuitive grasp of the material. Where as with Accounting, I found it to be extremely difficult and tedious. It was completely outside my prior experiences. So I had to in essence build my foundation from scratch.

As to the second part of your question, while I can make some suggestions on specific business related exams to take I'd need to know what school you are going to first. Different schools have slightly different requirements.

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CLEP exams passed:
Management, Accounting, Marketing, Macroeconomics, Microeconomics

DSST exams passed:
Human Resources Management, Organizational Behavior, Statistics, Management Information Systems

Earned:
B.A. in Business Administration: Technology Management (magna cum laude) from Saint Leo University

In Progress:
M.S. in Leadership and Business Ethics from Duquesne University (24 credits completed)