70% of Startups Fail at Scaling - Investors Say It's People, Not Tech

I’ve been talking to a lot of VCs lately for our Series B, and I keep hearing the same thing: “We’ve seen this movie before. Great product, great market, falls apart when they try to scale.”

The data backs them up. Around 70% of startups fail at the scaling stage. And here’s the part that surprised me: investors attribute 65% of portfolio failures to people and organizational issues—not tech, not market, not product.

As someone who’s currently living through our “scaling inflection point,” I want to share what I’ve learned and hear from others who’ve survived (or not survived) this phase.

Why This Hits Different

When you’re a 10-person startup, everything is informal. Communication happens organically. Culture is whatever the founders embody. Decision-making is fast because everyone’s in the same room (or Slack channel).

Then you hit 30 people. And things start breaking.

What worked at 10 doesn’t work at 30. What works at 30 breaks at 60. By 100, McKinsey research shows the company may not even resemble what it once was. This isn’t just normal growth pains—it’s a fundamental organizational transformation that most founders aren’t prepared for.

The Three Ways I’ve Seen Startups Die at Scale

1. The Hiring Mistake Spiral

One of the most expensive scaling mistakes is hiring for volume, not for results. When you’re desperate to grow, you hire whoever’s available rather than whoever’s right. This leads to:

  • Internal conflicts from misaligned values
  • Missed deadlines from lack of expertise
  • Culture dilution that’s almost impossible to reverse

The successful founders I’ve talked to all say the same thing: “Hire slow, fire fast.” Many leave roles open for months to find the right person. That feels impossible when you’re drowning in work, but the alternative—rushing to fill seats—is worse.

2. The Leadership Vacuum

The flat hierarchy that makes startups agile becomes a bottleneck at scale. Founders try to stay involved in everything. Decision-making slows. Teams get frustrated waiting for approvals. But there’s also often no one ready to step up—because no one was developed for leadership.

I’ve watched founders resist hiring experienced leaders (“we can’t afford them” / “they won’t understand our culture”). Meanwhile, they’re working 80-hour weeks and becoming the constraint on their own company.

3. The Culture Evaporation

AWS found that 86% of startup leaders believe culture fuels growth. Oxford research shows positive culture can boost productivity by 30%. But here’s the thing: culture doesn’t scale automatically.

What made your early culture special—the inside jokes, the shared struggle, the “we’re all in this together” feeling—can’t be replicated by a handbook. New hires don’t have that shared history. If you’re not deliberate about maintaining culture, it just… evaporates.

What I’m Trying to Do Differently

We’re at 45 people now, headed to 80 by end of year. Here’s what I’ve learned (sometimes the hard way):

1. Document culture before you scale. Not just values on a wall, but specific behaviors. What does “ownership” actually look like? What decisions can you make without asking? We created explicit operating principles before we started our hiring push.

2. Invest in leadership development early. We’ve identified our “next level” leaders and are actively developing them. Weekly leadership coaching, stretch assignments, exposure to board-level conversations. When we need to promote, the bench is ready.

3. Onboarding is not optional. We used to throw people in the deep end. Now we have a structured 90-day onboarding program. Companies with standardized onboarding report 62% higher productivity and 50% better retention.

4. Don’t outrun your org structure. We’re adding management layers incrementally, not all at once. Each new layer gets time to stabilize before we add another. The instinct is to hire ahead of growth, but I’ve seen that create more chaos than it prevents.

Questions for the Community

  • For those who’ve scaled past 100 people: What broke that you didn’t expect?
  • How do you balance hiring speed with hiring quality when you’re growing 2-3x annually?
  • Any advice on when to bring in “professional management” vs. promoting from within?

I’m convinced that the difference between startups that make it and startups that don’t isn’t the technology. It’s whether the founders can evolve themselves and their organizations fast enough to match the company’s growth.

Would love to hear others’ war stories.

This post is giving me flashbacks to my failed startup. I want to share what I learned the hard way because I think the “culture evaporation” point is underselling how dangerous it actually is.

We went from 8 to 35 people in about 18 months. By the time we hit 35, I didn’t recognize my own company.

What nobody tells you about culture loss:

It’s not just that new hires don’t share the history. It’s that the existing team starts behaving differently. When we were 8 people, everyone felt ownership of everything. Marketing people would flag engineering bugs. Engineers would suggest product improvements. There was this beautiful “not my job doesn’t exist here” attitude.

At 35? Silos everywhere. “That’s not my team’s responsibility.” People started optimizing for their department’s success, not the company’s. And the worst part—I couldn’t even blame them. They were responding rationally to a system that had evolved without anyone designing it.

What I’d do differently:

  1. Hire culture carriers first. Before we started scaling, I should have identified the 2-3 people who embodied our culture most strongly and made them explicitly responsible for spreading it. Instead, our culture carriers got buried in their own work.

  2. Create rituals that scale. Our original “culture” was built on ad-hoc dinners and late-night coding sessions. That doesn’t scale. We needed deliberate rituals—weekly all-hands that celebrated cross-team collaboration, “culture awards” that reinforced specific behaviors.

  3. Kill “hire slow” when you’re dying. David’s right that “hire slow” is the advice everyone gives. But when your product is winning and you can’t fulfill demand? Sometimes you have to hire fast and accept some casualties. The key is having a fast exit process for bad hires. We kept mediocre performers way too long out of guilt.

My startup ultimately failed because of a different reason (market timing), but the scaling mistakes we made are still on my “never again” list.

I’ve been on both sides of this—I was at Anthropic when we scaled rapidly, and now I’m building teams from scratch. Wanted to share some observations on the “professional management vs promote from within” question.

The false dichotomy: It’s not either/or. You need both, deployed strategically.

Here’s the pattern I’ve seen work:

Promote from within for:

  • Roles where deep product/domain knowledge matters more than management experience
  • Teams that are performing well and just need someone to lead them, not fix them
  • Situations where culture preservation is critical

Hire externally for:

  • Functions that don’t exist yet (you can’t promote someone to run your first data team)
  • Teams that are broken and need someone who can see it with fresh eyes
  • Skills that genuinely don’t exist internally (and won’t develop in time)

The timing mistake I see founders make:

They wait too long to bring in experienced leaders, then panic-hire when things are breaking. The external hire inherits chaos and has no credibility with the team because they weren’t there for the “struggle years.”

The better pattern: Bring in experienced leaders before you need them. Give them 6+ months to build relationships and learn the business while things are still working. Then when growth hits, they’re not “the outside hire”—they’re part of the team.

A data point from my experience:

When I was promoted to manager at my previous company, I failed hard. I had zero management training, my company had no support infrastructure, and I made every classic new-manager mistake. Took me 18 months to become competent.

Now when we promote internally, we pair them with an external coach and have a structured manager development program. Promotion alone isn’t enough—you have to invest in making internal promotions successful.

The 65% failure rate David cited isn’t about which people you hire. It’s about whether you develop them once they’re there.

I’m going to add the CTO perspective here because I think we’re missing something important: the founder’s own scaling is often the biggest bottleneck.

I’ve been in three companies that hit the scaling wall. In all three cases, the founders were the primary constraint—not because they were bad founders, but because they couldn’t let go.

The Founder Paradox:

The same traits that make someone a great founder (intense ownership, high standards, willingness to do everything) become liabilities at scale. The founder who was amazing at 10 people because they stayed on top of everything becomes the bottleneck at 50 because they’re still trying to stay on top of everything.

I watched a CEO insist on approving every hire over $100K compensation. At 40 people, that was fine. At 150? There was a two-week delay on every senior hire while they sat in his queue.

What founders need to do (and rarely do):

  1. Identify what only you can do. Fundraising, major partnerships, long-term strategy—those are founder jobs. Product decisions for feature X? Probably not anymore.

  2. Deliberately create decision-making authority below you. Not just “you can decide” but explicit frameworks: “You own decisions up to $50K spend” or “You own the hiring process; bring final candidates to me.”

  3. Accept good enough. The hire you would have made won’t be exactly the same as the hire your VP makes. That’s okay. 80% of your judgment is probably enough.

  4. Get a coach. This sounds soft, but every founder I know who scaled successfully had someone helping them see their blind spots. The skills that got you here aren’t the skills that get you there.

The uncomfortable truth:

Sometimes founders can’t make the transition. That’s not failure—that’s self-awareness. Some of the best outcomes I’ve seen are founders who brought in a CEO earlier than strictly necessary and moved to a role that suited their skills better (CTO, Chief Product Officer, board member).

The question isn’t “can you scale?” It’s “are you willing to become a different kind of leader?”

I’ve scaled engineering teams through multiple hypergrowth phases—20 to 80 at one company, 50 to 200 at another. The thing that broke every time was something nobody talks about: communication overhead.

There’s a mathematical reality to team scaling that founders consistently underestimate.

Metcalfe’s Law applies to organizations.

At 10 people, you have 45 possible person-to-person connections.
At 30 people, you have 435 connections.
At 60 people, you have 1,770 connections.

Each of those connections is a potential communication pathway, a potential misunderstanding, a potential coordination cost. You can’t just “communicate more”—the math makes it impossible.

What actually breaks:

  1. Alignment on priorities. At 10 people, everyone knows the top priorities because they heard them directly from the founder. At 60, it’s a game of telephone. I’ve seen teams working in opposite directions because the message got distorted through three layers.

  2. Context sharing. Early on, everyone knows why decisions were made because they were in the room. At scale, decisions get announced without context, people fill in the gaps with assumptions, and resentment builds.

  3. Feedback loops. The founder used to hear directly when something was broken. Now there are layers between them and reality. Problems fester longer before becoming visible.

What I do now to manage this:

  • Over-communicate strategy. We repeat our priorities in every all-hands, every team meeting, every 1:1. People need to hear something 7+ times before it sticks.

  • Document decisions, not just conclusions. Every significant decision gets a one-pager explaining the context, options considered, and why we chose what we chose. This preserves context for people who weren’t in the room.

  • Skip-level 1:1s. I meet with people two levels down regularly to hear what’s actually happening. Managers are filters, and sometimes important signals get filtered out.

  • Explicit escalation paths. When things break, people need to know how to escalate quickly without going through 5 layers.

The 65% people/org failure rate isn’t about hiring bad people. It’s about good people being unable to coordinate effectively as complexity increases.