Will This Be Your Year?

For several years before I started my own practice, I had an annual negative-self-talk ritual. It usually happened near Christmastime.

“Another Christmas has come, and I still haven’t started that business. Maybe this will be the year.” For the first few years this happened, I told myself it “wasn’t time.” After two or three more, I realized there was never going to be the “right time.” I would continue to justify my “need” for my corporate salary and benefits, until something more fundamental changed.

I would like to say that was the Christmas where the heavens opened, angels sang, a masculine voice boomed something about my destiny, and the next day I walked into my boss’s office with my resignation letter.

But no such thing happened that Christmas. What did happen was a metaphorical lightning bolt on my next summer vacation. I was sitting next to my sister on the beach (which to me might as well be heaven). There were no angels; only cackling seagulls. And there was no masculine booming voice, only my sister, saying out loud what I needed to hear.

“I don’t know when you’re going to stop talking about this business, and just DO IT.”

The magnitude of her right-ness was hard to take, but I didn’t question it. Two months later, my potential first client showed up. Two weeks after that, I resigned from a 20-year corporate career.

That was 11 years ago. In more ways than just business, 2017 was my best year ever. There is no doubt I could have quit sooner. Today I would be telling my 2003, -4. and -5 selves, “You think it won’t be ok. It will not only be ok, it will be fantastic. Don’t wait.”

Nowadays I have the honor of listening to others share their long-held dreams of starting something new – businesses, careers, retirements, families, and even a mission. Like me, many think it’s not the “right time.” As a financial professional, if I stuck strictly to the numbers, most of the time I’d simply agree. Yep, it’s easier to plan for the money we know is coming than the money we don’t.

Yet because I know that spirit of longing, instead I ask, “What would you be willing to give up in order to make that happen? What if life didn’t look so bad after your decision? What’s the worst that could result? And what could you do then?”

And finally, “But what if you succeeded beyond your wildest expectations?”

For those who don’t have an outspoken sibling, sometimes another outside party helps us remember both sides of the question.

Now, how about you? What would you like to start new? Will this be your year?

Holly Donaldson

Holly Donaldson, CFP® has an advice-only, hourly and fee-for-service financial planning practice. She is the author of The Mindful Money Mentality: How to Find Balance in Your Financial Future (Porchview Publishing, 2013) and publisher of the award-winning monthly e-letter, "The View From the Porch." With a fully virtual practice in Seminole, Florida, Holly primarily serves clients located in the Tampa, St. Petersburg, and Clearwater areas. Holly will also work with clients who are a good fit located elsewhere in the United States except Texas.

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