Why Startups Can't Outgrow Their People Problems
- Sholeh Esmaili-Montoya
- Jun 23
- 2 min read
Updated: Jun 26
You can’t outgrow the cracks in your people strategy. They grow with you.

Startups move fast, but the people stuff? That tends to lag behind.
In the rush to build product, land customers, and raise your next round, things like hiring strategy, team development, and internal communication get pushed to “later.”
How you hire.
How you lead.
How you communicate.
How you support your team.
Most early-stage teams don’t ignore these things on purpose. They just assume, “We’ll figure it out when we get there.”
That delay creates “people debt”, the compounding cost of underinvesting in your team, leadership, and culture early on. Just like tech debt, it doesn’t seem urgent until it starts to slow everything down.
The longer you wait to build your people foundation, the harder (and more expensive) it is to fix later.
What does people debt look like?
No clear roles or accountability → rework, duplicate effort, and frustration builds, slowing the team down.
Hiring reactively → without clarity on what’s needed, you mis-hire or bring in the wrong people at the wrong time.
Undefined values or culture → leads to inconsistent decisions, poor alignment, people lose trust, and causes unproductive team friction.
Burned-out leaders → because no one taught them how to delegate, coach, or scale their impact.
No systems for feedback or development → your best people move on or quietly disengage.
These people problems don’t disappear.
They scale with your company.
Left unaddressed, these small cracks turn into people debt, and that debt compounds quickly as headcount grows.
Here’s what that usually looks like:
1–25 employees: Everyone wears multiple hats. It’s chaotic but kind of working. The cracks exist, but they are easy to overlook.
25–75 employees: Managers emerge, teams specialize, and coordination becomes harder. Communication gets messier. Gaps in org design and process slow things down.
75–150 employees: You’re out of the founder-only phase. If leadership isn’t aligned and culture isn’t clear or intentional, things start to break.
150–300+ employees: At this stage, either your people systems support the business or drag it down.
So, how do you scale well, not just fast?
You don’t need a massive HR/People team.
But you do need a strategy and some frameworks. Someone who’s been there.
That’s why I started Startup Talent & HR.
I work with startups and growing companies to build the people side of the business before it becomes the thing slowing everything down.
If you’re growing, going through a shift or change, or just not sure what you need yet, I can help.
👇 Let’s keep it simple.
Not sure where the cracks are?
That’s usually the first thing I help teams figure out.
Reach out here, and I’ll tell you if it’s something I can fix fast or if you just need some small changes over time to go a long way.
Most founders don’t mean to rack up people debt. It just happens when growth outpaces your internal structure. I help teams catch it early and fix it before it breaks anything bigger.
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