How to choose a good matchmaker.  Ask questions: Matchmakers'   experience, education, and how long company has been in business.

Hiring your own personal  matchmaker: Ask questions about the matchmaker, particularly experience, education, and how long the company has been in business.

Hiring

Most people don't think of it this way, but you are hiring someone to help you find a mate. You are not joining a dating service to have unlimited people to date.

Again, you are hiring one person to help you find a soulmate.

Experience

Most people get better with experience. Although more than five or six years is probably not  particularly helpful, some experience is needed.

Ask how long the matchmaker has been in business. Two to three years would be an absolute minimum.

Education

Some matchmakers have a natural ability. However, education in social work, psychology, even teaching, is certainly invaluable to a matchmaker.

Be Forthcoming

Think of your matchmaker like you would a person you hired to find you a job.   You would not expect the person to find you a good job if you left out details of your experience, personal desires, education, etc.

Same with the matchmaker.

And... if you are shy, say so. You might be good at hiding that fact by now.

Be cautious when prices are not readily forthcoming over the phone. You might be in for some high pressure sales.

Some services are past masters of sales pressure.

You are kept in a cold room for an hour or two.

Many people come and go, all putting different kinds of pressure on you.

Pressure appeals to your emotions, such as, "Well, you already told me you haven't had a date in three months. Do you want to spend the rest of your life alone?"

Read a word of warning.  Sales pressure is most likely to occur when the membership price is high and when services are not forthcoming about prices during a phone contact.

A word of warning
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Also try my Dating and Meeting Tips that are changed often. You will find good advice there.