Only people who haven't really lost someone say this kinda stuff. The pain of loss eclipses all the good parts of having loved by a large margin, in my experience.

Then you're doing it [grieving|loving] wrong.

Losing someone (like most other things) gets easier the more times you do it...

Again, spoken like someone who hasn't lost someone. You may become progressively less likely to let any given person become that important to you over time, but losing someone truly important really doesn't get easier.

I've lost more than one someone over the years. To be honest, the most important thing is being happy with yourself, whether you're in a relationship or not.

"'tis better to have loved and lost 5 times, than never to have loved at all."

Is this version true too?

Yeah, you need to iterate to refine the process.

If every iteration hurts then is iterating a lot really a good plan?

In each iteration one believes this is the final iteration that will last forever. If not, you're doing it wrong. How is that compatible with planning to iterate?

It's the same as creating a company... If the failure rate is high, trying more than one time bring the failure rate down... But when you are creating a company if you start by thinking that it's going to fail, you are already out of the game ;-)

Believing things will last forever is not a necessary attribute for love. All things are ephemeral.

you need to watch a movie called "Les Poupees Russes" (Sorry, don't know how to do accents on my iPhone)

Serial monogamy is de rigueur these days, no?

Everything is better in 5's!

Serial entrepreneur, serial lover?

Most people frown on serial marriages for some reason. :)

Because each one takes 50% of your assets.