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Entrepreneurship
Investing in the entrepreneurial spirit.


I almost fell for it
A common challenge for entrepreneurs is being told by many, ‘you should get a real job’, something I recently nearly fell for. I spent 2025 scaling an automation and AI agency where I had several conversations with leadership teams who shared without qualm that their primary incentive to adopt AI was to replace their staff. My naivety of expecting executives to want to leverage technology to empower staff, and in turn clients, quickly eroded. Upon an unplanned parting of wa

Amanda Dunklin
Jan 53 min read


Is being your own boss a good idea? For many, probably not.
Now 40 (and a bit), I have spent 19 years of my adulthood self-employed.
As PIVOT's founder, it would be sensible to the bottom line for me to sell you on the idea of the freedom, luxury and limitless opportunities that come with being your own boss. (A few presidents clubs and many millions in revenue generated suggest that I am very good at selling ideas.)
I'm not going to sell you anything without being explicitly clear of the difficult realities of being self-employed.

Amanda Dunklin
Oct 13, 20253 min read
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