Every well funded startup I’ve worked for went through a period where employees could get nearly anything they asked for: New computers, more monitors, special chairs, standing desks, SaaS software, DoorDash when working late. If engineers said they needed it, they got it.

Then some period of time later they start looking at spending in detail and can’t believe how much is being spent by the 25% or so who abuse the possibly. Then the controls come.

> There is abuse. But that abuse is really capped out at a few thousand in laptops, monitors and workstations, even with high-end specs,

You would think, but in the age of $6,000 fully specced MacBook Pros, $2,000 monitors, $3,000 standing desks, $1500 iPads with $100 Apple pencils and $300 keyboard cases, $1,000 chairs, SaaS licenses that add up, and (if allowed) food delivery services for “special circumstances” that turns into a regular occurrence it was common to see individuals incurring expenses in the tens of thousands range. It’s hard to believe if you’re a person who moderates their own expenditures.

Some people see a company policy as something meant to be exploited until a hidden limit is reached.

There also starts to be some soft fraud at scales higher than you’d imagine: When someone could get a new laptop without questions, old ones started “getting stolen” at a much higher rate. When we offered food delivery for staying late, a lot of people started staying just late enough for the food delivery to arrive while scrolling on their phones and then walking out the door with their meal.