Before starting the conversation with your boss, it's important to remember that some people still think the traditional Monday-to-Friday, 9-to-5 schedule is necessary.
The old-school program has its "origins in the Industrial Revolution," Stanford University professor Nicholas Bloom told the Harvard Business Review. "But times, they are a-changin’. We live in a different era."
Bloom added that some employers are deeply skeptical about flexible schedules, especially ones involving work from home policies. "They refer to it as 'shirking from home' or 'working remotely, remotely working,'" he said. "They think it means goofing off and watching cartoons."
It's important to remember this when crafting your conversation with your employer because it will help you determine what points need to be made during the chat.