Said It Here

How do I know if I can afford to hire my first employee?

Hiring a first employee requires enough cash flow and payroll reserves to maintain employment during variable work volume, but owners struggle to figure out how many months to keep in reserve. Without a clear financial buffer, bringing someone on board risks overwhelming the business, and it also raises unresolved questions about how paying staff affects taxes and business structures like sole proprietorships versus partnerships.

What people tried

Every workaround mentioned in the threads below. We haven’t tested any of them — and nobody here is claiming they worked.

  1. 1
    subcontracting out most of the work
  2. 2
    doing projects sequentially alone
  3. 3
    tracking income using a diary, invoice app, and receipts
  4. 4
    taking any available job across multiple trades to get by while trying to grow
  5. 5
    keeping 15% aside for taxes

In their words

Unedited, grouped by where they were said, most upvoted first within each place, each linked to the thread it came from.

r/Entrepreneur1 person · September 2026

“My main concern is maintaining enough cash flow and work volume to justify keeping someone employed.”source ↗

“How many months of payroll should I keep in reserve?”source ↗

“Can I afford to pay a higher wage?”source ↗

tooniceofguy99 · r/Entrepreneur · 26 upvotes
r/smallbusiness1 person · October 2026

“Id like to know how I would dial down into a niche. Id love to just do landscaping, and lawns but at the moment I wouldn't have enough of just those jobs to get by and grow, so I take whatever I can.”source ↗

“And also I would love to know how to scale from here. If I were to put someone on the books would I have to change to a partnership or would I still be a sole trader. And how would paying someone effect taxes.”source ↗

sokedokes · r/smallbusiness · 4 upvotes

Where this came up

People with this problem also raised