Welcome to Vestd's blog

Pivot or perish: Seven signs your startup is in trouble

Written by Graham Charlton | 26 June 2025

Startups don’t usually die from one big mistake. They die slowly, from misreads, misfires, and missed signals.

Maybe the product isn’t solving the right problem. Or maybe the team’s chasing too many things at once. Maybe your best users aren’t who you built it for.

The signs show up early and smart founders notice. The rest drift until it’s too late.

In this article, we’ll break down the seven clearest signals your startup is heading off course, and how to pivot before it’s game over. Just ask Slack, Instagram, or Monzo. They didn’t wait to hit the wall. They changed direction and scaled smarter.


1. Your users love a feature you thought was minor

You might think you know what your killer feature is, but your users might have other ideas, and they’re the ones who decide whether you win.

Slack didn’t set out to build a messaging app. It started as a failed game called Glitch. But the team noticed that everyone loved the internal chat tool they’d built to collaborate

That side feature turned out to be the business. They dropped the game, doubled down on the tool, and the rest is history. 

The lesson? Don’t get precious about your original idea. Get obsessed with what users actually use.

What to watch for:

  • One feature dominating usage unexpectedly.
  • Users hacking your product to get more out of a small feature.
  • Support tickets, feedback or praise clustering around something you didn’t bet big on.

Run regular customer interviews. Dig into your usage data. Watch what’s catching fire.

2. Your most active users aren’t who you built it for

You had a clear vision of your target customer. But the people actually using, and loving, your product are totally different.

That’s not failure, that’s a signpost you should pay attention to. 

Instagram started life as Burbn, a clunky, check-in app trying to do too much. However, the founders noticed that users were obsessed with photo sharing. 

So they killed the rest, and pivoted to focus exclusively on the photo sharing element. 

It became a global success, put other photo sharing apps in the shade, and was acquired by Facebook for $1 billion two years after the pivot. 

If your most active users aren’t your intended audience, you’ve either misunderstood your market, or discovered a better one.

What to watch for:

  • CRM and support data showing unexpected industries, roles, or demographics.
  • Your paid marketing flops, but word-of-mouth thrives.
  • Consistent feedback that contradicts your assumptions.

Audit your ICP quarterly. Follow the data. Don’t fight your users, follow them.

3. Revenue isn’t matching growth

Sign-ups are flowing. The graphs look great. But the revenue? Flat.
That’s not a scaling problem. That’s a broken business model in disguise.

Take Monzo. By 2021, they had millions of users and huge brand love, but they were bleeding cash, posting losses of over £100 million a year. The product worked but the monetisation didn’t.

Monzo pivoted, not by abandoning its core product, but by rethinking how it made money. The company introduced paid subscription tiers, expanded its lending products, and capitalised on rising interest rates to grow net interest income.

Fast-forward to 2025, and they’re posting more than £60 million in profit and £1 billion in annual revenue.

What to watch for:

  • Your user base is growing, but revenue per user is flat.
  • CAC is creeping up, and payback periods are getting longer.
  • You’re scaling, but every sale loses money.

Track LTV:CAC, revenue per user, and contribution margin like your life depends on it, because it does. Run pricing experiments. Kill freemium if it’s not converting.

Growth without revenue isn’t momentum. It’s acceleration toward the edge.

Image source

4. The team lacks focus or alignment

Hard work doesn’t equal progress. If your team is grinding but not aligned, you’re not scaling, you’re just burning time and morale.

Maybe the product team is chasing one priority while marketing’s pushing another. Maybe your weekly stand-ups are full of status updates no one listens to. Or maybe leadership keeps shifting gears because they’re bored, not because it’s smart.

When Basecamp hit this wall, they didn’t scrap the product,  they fixed the process. Their ‘Shape Up’ framework introduced fixed cycles, smaller teams, and clear ownership. The result? Less noise. More traction.

What to watch for:

  • Departments pulling in different directions.
  • Founders chasing the next shiny thing before shipping the last.
  • Meetings packed with low-value updates and no decisions.

Fix it fast. Assign real ownership to business outcomes, not just task lists. 

If everyone’s working hard but no one’s aligned, you’re not building a startup, you’re running in circles.

5. Customers aren’t sticking around

Acquisition feels great. But if customers vanish after a week, you’re not growing, you’re leaking.

Retention isn’t a nice-to-have metric. It’s one of the clearest signals of product-market fit. If users aren’t renewing, upgrading, or coming back, it means your product didn’t deliver enough value, or didn’t do it fast enough.

Airbnb’s original concept? Air mattresses in strangers’ living rooms. It worked, but retention was weak. The team pivoted, focusing instead on full-home rentals. That shift turned a quirky side hustle into a global marketplace, with repeat usage baked in.

The value didn’t change, the delivery did.

What to watch for:

  • High churn in the first 30–90 days.
  • Drop-offs after onboarding or early usage.
  • Lots of trial signups, but little follow-up activity.

Interview your churned users. Check your activation rate. Dig into product usage . 

If people aren’t coming back, you haven’t solved the problem, or at least not in a way they care about.

6. You’re falling behind and your customers know it

Sometimes the product’s solid, the team’s sharp, and the vision’s clear,  but you’re still losing. Why? Because the market is moving faster than you. 

Flickr had the early lead in online photo sharing. But when the world went mobile, it didn’t move fast enough. Instagram did, and ate its lunch. Flickr clung to desktop while the competition built for iPhones. 

You don’t need to be first. But if you’re not adapting, you’re done.

What to watch for

  • Prospects keep asking about your competitors.
  • Your roadmap always feels like catch-up.
  • You’re reacting to features, not setting direction.

Fix it before it shows up in your pipeline. Track funding rounds. Watch launches. Study positioning, not just products.

In fast-moving markets, even great startups get buried when they fall a few steps behind.

7. You’re chasing metrics that don't matter

Vanity metrics like downloads, social followers, or newsletter signups, can feel good. But they don’t always connect to business outcomes.

Vanity metrics are the startup equivalent of empty calories.
Signups, followers, and pageviews give you a quick hit, but they don’t fuel growth.

Just because something’s easy to measure doesn’t mean it’s worth measuring. If your KPIs don’t tie directly to revenue, retention, or satisfaction, they’re not metrics, they’re distractions.

What to watch for:

  • You celebrate signups, but ignore how many activate or convert.
  • Dashboards are full of surface-level stats, not business-critical numbers.
  • Your team’s optimising for visibility, not value.


Track metrics that reflect actual health, such as LTV:CAC, activation rate, churn, and CSAT. Then assign clear owners to each one. If no one’s accountable, the metric isn’t real.

Don’t just measure what’s easy. Measure what moves the business forward.

Final thought: Drift kills startups, but only if you ignore it

If any of these signs feel uncomfortably familiar, you’re not doomed, but you are drifting. And drift is how good startups die slowly.

Now’s the moment to get brutally clear:

  • Audit your data. Find out what’s actually delivering value. 
  • Revisit your ICP. Who really loves your product, and why?
  • Measure what matters. Revenue, retention, real impact.
  • Align your team. Set clear outcomes and avoid distractions.
  • Be ready to pivot. The product might be fine, but the focus may not be.

“Startups don’t starve. They drown. In features, in feedback, in distractions.” - Sean Ellis, founder of GrowthHackers

Pivots aren’t failures, they’re strategy shifts. And the earlier you spot the signs, the better your chances of thriving.