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> If the fear of rejection outweighs the potential benefits and you can't bring yourself to ask (for a date, raise, reunion, etc.) then maybe you just don't want as much as you think you do.

> When you want something deeply enough you'll ask for it without fear or embarrassment.

It sounds to me like you are not an introvert and judge who is by "not wanting things enough". It's not as simple as you think.

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As an introvert, I disagree. Being introverted does not mean you lack the ability to be assertive, it simply means you don’t draw your energy from social stimulation (quite the opposite).

There is wisdom in the phrase carpe diem.

I'm definitely not an extrovert. I think I've come to realize over time that I'm always making cost / benefit or risk / reward decisions with my actions.

If I want a raise, I have the potential for a reward and a potential risk of letting my boss know that I'm not happy with my current salary. I think that fear of asking is really that fear of rejection or fear of disconnection.

What I'm saying is that this tool won't always be there and we need to find ways on our own to minimize the fear / risk of asking for what we want in life.

Sure, you might get lucky a couple times with this app, but life will keep throwing you more awkward situations.

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