I'm not going to drop in here and say, "I did that kind of delivery gigging for two and a half years, AMA", but I did, in fact do that kind of delivery gigging for two and a half years and can vouch for those numbers. I made thousands of deliveries. I quit my desk job (making >$15/hr, but still not great) with the plan being specifically for the delivery gigging to be my main (and as it turned out, only) source of income. I'm no longer doing it, but I don't regret the decision in the least, and would relive it all gladly.
- Tips had very little to do with it, and I reported all my tips as taxable income, even cash tips. It was not unheard of to go a week or so without receiving any tips. When asked (e.g. by a friend who used the service) whether people should be tipping the drivers, I always said, "Don't." Having said that, tips were welcome and rarely refused—only on a few occasions when some wanted me to "hang on a sec" so they could get me something, where the running calculus suggested that it would be better for me to leave instead so I could move on ASAP.
- The gigging companies have always insisted that drivers are contractors and not employees, and I made out by embracing that. Every delivery was treated as a job offer to be decided based on estimated cost and return. I made judicious use of my ability to not accept orders, keep blacklists of businesses when they or their customers were known to be high cost/low reward, and even walking out of many businesses empty handed after having accepted an order and arriving only to find that they didn't have their act together, usually in regard to having the food ready in a reasonable about of time; eating the sunk costs was usually the favorable option compared to holding out for an answer to see if this program halts.
- My rating was usually around 97% at any given time, but sometimes it would go as low as 94% (92%?). Bending myself out of shape just to make sure the last few percent don't slip away and trying to satisfy everyone wasn't worth it (and likely futile). I told businesses and customers on more than one occasion to go fuck themselves while letting them know that the deal is off. I should have done it more.
- I got a fair bit of free food, but not as much an ordinary pizza delivery driver would. Someone once butt-dialed a $150 to $200 order from a (so-so) Mediterranean restaurant while stoned, and when I showed up with their order they said they'd already contacted the service/restaurant and requested that it be sent back and the order be canceled. I ate leftover Mediterranean takeout for the next week. When people don't show up or answer the door to receive their order, it's yours to dispose of after 5 to 10 minutes (depending on whatever the service's A/B testing says they should set the timer to, I guess). Generally, I didn't feel that it was worth it and would have preferred to make the delivery as quickly as possible.
As with everything, details matter. I can't claim that any given person would be able to repeat my success. Sturgeon's Law applies. 90% of the labor efforts of working adults seems to be not very good. That ratio at least jibes with what I've observed of rideshare drivers when I've been in the backseat. When I've talked to my rideshare drivers, I thought it was strange that almost no one was also doing deliveries or interested in it in the least. People, generally, aren't very good or thoughtful and wouldn't do well, and nobody really wants to work hard.
I worked hard. Everything that I did while I was online was focused on maximizing my returns. I know my city well and how to get around it. I know which areas to hang out in so I can get the offers from the good businesses. I know when to call it a night instead of holding out "until I make X hundred dollars" or "put in X hours", as I've heard some of my rideshare drivers explain. I know what the mind of a developer working in an environment rooted on a the SV startup mindset and how analytics might be used against me.
It's okay to be skeptical if you find it hard to believe, but this is all really just another case of "selling onions on the internet".
https://news.ycombinator.com/item?id=19728132
Caveats are that I always worked nights, usually 7 nights a week, and the total hours were less than a full work week you'd get from scheduled shifts at the office. A typical week involved 7 days of me waking up sometime between 6:00 to 9:00 AM, putting in 30 to 50 hours sitting behind my desk at home working on personal projects or reading HN or papers or something else that I found intellectually gratifying, stopping mid-day for lunch with no definite bounds, jumping in the shower around 6:00 to 6:30 PM (right after or during my period of highest productivity for the day that popped up around 5:00 PM for some reason), and then shooting to be out the door around 6:45 or 7:15 PM. There was no commute. Work was the commute. I'd stop for groceries most days while out before wrapping up deliveries and come home 9:30 PM to 1:00 AM and have half a bottle of wine and dinner and cookies and watch a movie or two, and then knock off and go to bed. Having no family and a car that I owned and that I did all the maintenance on and was a reliable workhorse are a big part of what made it possible.