The obligations arrive on a schedule. Nobody sends you the schedule.

A city skyline tinted pink and purple beneath a blue sky

Most advice for early-stage companies treats HR as something to sort out later — after product, after revenue, after the first real hire.

In Philadelphia that advice is wrong in a specific and checkable way. Several city ordinances apply from your first employee, and the federal thresholds start arriving well before you’d think to look for them.

Here’s what switches on, in the order you’ll hit it.

From employee one

These don’t wait for a headcount.

You can’t ask about salary history. The Wage Equity Ordinance prohibits asking, and separately prohibits relying on prior wages in setting pay — which catches employers even when a candidate volunteers the number unprompted. The Third Circuit upheld both provisions in 2020, and the ordinance carries a private right of action. Full detail: Philadelphia’s salary history ban.

You can’t ask about criminal history before a conditional offer — and the rules changed on 6 January 2026. The misdemeanor lookback dropped from seven years to four, summary offenses are now excluded entirely, and the notice requirements are stricter. If your application form predates this year, it predates the amendments: what changed in January.

Sick leave accrues immediately, at one hour per 40 worked. Under ten employees it’s unpaid; at ten it becomes paid. A chain-business rule catches franchise locations regardless of local headcount: Philadelphia paid sick leave.

You can’t require pre-employment marijuana testing, with exceptions for safety-sensitive and federally mandated roles.

The Fair Practices Ordinance protects more categories than federal law — including sexual orientation, gender identity and genetic information — and requires reasonable accommodation for pregnancy and childbirth without the employee establishing a disability.

None of that is triggered by growth. It applies to a two-person company.

At 10 employees

Sick leave becomes paid. Same accrual, same 40-hour cap — you now fund it.

That’s the only thing that changes at ten, and it’s easy to miss precisely because nothing else does.

At 15 employees

The first federal tier arrives together: Title VII, the ADA, and the Pregnant Workers Fairness Act.

This is usually the point where informality stops being viable. Not because anything dramatic happens at fifteen, but because the accommodation and anti-discrimination obligations now have federal teeth, and “we didn’t have a process” stops being an answer.

At 50 employees

FMLA — twelve weeks of job-protected leave with benefit continuation — and the ACA employer mandate, in the same step.

Also Philadelphia’s Commuter Transit Benefit Ordinance, which applies at 50 or more covered employees, defined as those working 30+ hours a week within the city. It applies whether or not you’re headquartered here, and non-compliance runs $150 to $300 a day: the commuter benefit rule.

Fifty is the largest single jump on the ladder. A company at 49 has none of this.

What Fair Workweek is, and why it probably isn’t yours

It gets cited at companies it has nothing to do with, so: Fair Workweek covers retail, hospitality and food service at roughly 250+ employees with 30+ locations. If you’re under 150 people, it’s almost certainly not your problem.

Being told otherwise is a sign that whoever is advising you is working from a list rather than from your business.

The order to do things in

Early-stage companies have limited attention. Spend it here first.

1. Fix the application form. It’s the single highest-risk document you own and the cheapest to fix. No salary history question, no criminal history question, no fields inherited from a template built for another state.

2. Classify correctly at offer stage. Employee or contractor, exempt or non-exempt. Decided at hire, expensive to unwind, and not a matter of preference.

3. Write down what people are paid and why. Not a compensation philosophy — a sentence per role. It takes an hour now and is close to impossible to reconstruct at forty people, which is exactly when someone asks.

4. Do something about managers before you need to. Your first manager is usually your best individual contributor, promoted with no training. That’s where most avoidable people problems originate.

5. Handbook, once you have a handful of people. Before that it’s an exercise. After fifteen it’s overdue.

What can genuinely wait

  • Engagement surveys. Under 20 people you can just ask.
  • Formal performance cycles. Under 25, regular one-to-ones do more.
  • An HRIS. A spreadsheet and a payroll provider cover it for a while.
  • A compensation philosophy. Bands matter at about 40 people, not at 8.

Common questions

When does a Philadelphia startup actually need HR help?

Usually at the first thing that can’t be improvised: a leave request, a complaint, a termination, or a hire in another state. Most founders know the moment when it arrives — the question is whether there’s anyone to call.

We’re remote-first with people in several states. Does Philadelphia law still apply?

To employees working in Philadelphia, yes — city obligations follow the work location, not your headquarters. And each other state brings its own. That’s the situation multi-state compliance exists for.

Do we need a handbook at five employees?

Not urgently, but sick leave notice requirements already apply, and those have to be communicated somewhere. A short document that covers the mandatory notices is worth more than a fifty-page template nobody reads.

Our first manager is struggling. Is that normal?

Yes, and it’s the most predictable problem in a growing company. They were promoted for being good at a different job and given no preparation for this one. Manager training is the highest-leverage fix available to most companies at your size.


This is general information, not legal advice. Philadelphia ordinance requirements are enforced by the Philadelphia Commission on Human Relations and the Department of Labor; specific situations should be reviewed with employment counsel.