Give every question somewhere else to go
A question goes to the owner when it has nowhere else to go.
So every person on the chart needs two things. One named person they answer to. One written standard for the job, so they know what good looks like without asking you.
People say "just delegate." Delegate to whom, and against what standard? With those two things, a question has somewhere to go besides you. Without them, no hire changes anything, because the person you add has the same single place to take a question as everyone else.
How many lines should end at you? There is a rule of thumb. Purdue Extension, in its guide to structuring small businesses and farms, puts the typical guideline at no more than five to six people answering to one manager. It adds that more is possible, depending on how complex, how varied and how close together the jobs are.
The same guide says owners of family businesses run into this a lot: the business grows, people are added, and the owner still wants everyone reporting to him or her.
Entrepreneur magazine said it plainly in a 2001 article by Mark Henricks: "If you have more than half a dozen people reporting to you, it could be too many."
That article tells the story of Pat Harpell, who ran a marketing services firm and had 18 people reporting directly to her. She hired middle managers. Three years later the firm had 60 employees and she had six direct reports. Her words: "My biggest value to the company was to work on it, not in it day to day."
Look at what moved in that story. She did add managers. But the number that changed her week was the lines ending at her, from 18 to six. She is not a client of ours, and one company's story is not a forecast. It tells you where to look. Count the lines first. Then decide what to hire.