Not all construction jobs are equally engaging.
For example, drilling or enlarging a hole can be boring, but fixing two pieces of metal together is often riveting.
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Sometimes, when I've been drilling through siding all day, it really feels like I've hit a brick wall...
I think that means you should stop...
I once drilled all the way through the concrete wall at Home Depot on accident. It cost a ton of money to fix. Whoops! Check your depth gauges for slippage every now and then, people!