When revenue starts to grow, when is the right time to make your first hire at a Leveling Up–style agency?

I look at burn and margin. If you are making, say, $10K a month and your personal burn is low, you have room. Start by listing your $10 tasks, $100 tasks and $1,000 tasks. Anything that is low leverage and repeatable should be delegated first, often to an assistant, so you can spend more time on sales and delivery.