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But hindsight is 20/20 and that was especially true for me once I began life as a single man in his 30s.

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When I say money, I don’t mean a simple lack of funds to buy a ring.

(As a matter of fact, the ring I gave to Gina is my late grandmother’s ring, a precious, priceless way to keep her with us always.) My money problems ran much deeper than that.

Finally, Kimmel revealed his prediction for this season's winner: Becca K.

"Despite a weird start, making you get down on one knee … You also gave her the first rose, which means she’s probably the only one whose name you remember," Kimmel said.

I vividly remember a phone conversation I had with her outside of the office building where I was making less than $30K a year at 32-years-old.

It was yet another frustrating day at the job and very often, that would cause me to spiral into a whirlwind of negativity.

I said to her, “Mom, why would anyone want to marry a guy like me?

I have nothing to offer anybody.” When Gina met me she was meeting a man who was very uncomfortable with who he was.

Kimmel displayed four contenders (Tia, Chelsea, Becca M.

and Becca K.) and offered his predictions to Luyendyk, Jr.

And even if I wasn’t as ready as I thought I was, the point is I thought I was ready and dating with that intent.

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