The Small Business Saturdays Podcast with Aaron Montgomery · Aaron Montgomery

5 Common Obstacles

·51 min·2 clips

Aaron Montgomery calls fear the check engine light: "Don't just go crashing through this wall head first."

1. Small Business Saturdays with Aaron Montgomery covers "5 Common Obstacles" that stand between a side hustle or hobby and a full-time business, over roughly 51 minutes. 2. Aaron Montgomery, who runs Our Success Group (OSG) and has worked in the industry for 22 years, hosts, with live-stream comments from Christy DeFalco, Tanya, and Jerry. 3. His thesis is that going all in takes building belief and clarity, and that anyone "willing to do the work to build a foundation deserves" a successful business. 4. Obstacle one is paying the bills: he cites Jack Canfield's line that J-O-B means "Just Over Broke" and says to define exactly what "replace your current income" means, using a $100,000 example of profit versus income. 5. Obstacle two is facing fear, where he paraphrases John McCain on courage, names the fears of failure and success, and walks through his own worst case if OSG fails: finding a job, as he did when he moved to St. Louis. 6. Obstacle three is shifting energy, which he illustrates with a bandaid that hurts for "nanoseconds" and a mental "fast forward button" to the relief afterward, built with the VAST method (visual, auditory, smell, touch). 7. Obstacle four is emotions, which he says drive decisions because they sit in a brain region without language; he recommends meditation, gratitude journaling, tapping, and Zentangle art, and cites the movie Inside Out, named by Christy. 8. Obstacle five is the lack of a finish line, explained through Parkinson's law and a letter that gets written in the final 10 minutes of a day. 9. His fix is a firm date plus the question "could I do it in half the time?", and he tells Jerry, who has worked since 1988 and is months from a pension, to name the actual retirement date and commit to it. 10. Suited to employees weighing a leap into self-employment.

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