What should a startup do when delivery is broken?
- Wes Goldwater
- Sep 29
- 4 min read

It’s a scene familiar to many of us in the startup world. The all-hands meeting is on the calendar. Leadership is presenting slides showing flat or declining growth. The question hangs in the air, unspoken at first, then finally voiced: "Why aren't we shipping faster?"
From the engineering team's perspective, the irony is crushing. You're working harder than ever. Late nights are common, pull requests are flying, and Slack is a constant stream of notifications. Yet, despite all this activity, tangible value isn't making it to the customer. Features are delayed, hotfixes are causing new bugs, and the deployment pipeline is a sea of red.
Delivery is broken.
This isn't a people problem; your team is talented and motivated. It's a systems problem. When the process of getting code from an engineer's laptop to a production environment becomes fraught with friction, delay, and failure, you can't simply ask people to "work harder." You have to fix the system.
Here’s a pragmatic, engineer-focused guide for startups to fix a broken delivery pipeline.
Phase 1: Triage - Stop the Bleeding
Before you can fix the underlying disease, you have to stabilize the patient. In a crisis, the first step is to create space to think.
Declare a "Code Yellow." Pause all non-essential new feature development. This sounds terrifying to product and sales, but you must frame it correctly. This is not a vacation; it's a strategic investment in your future velocity. You are temporarily slowing down to go exponentially faster later. The goal for the next 1-2 sprints is stabilization, not expansion.
Establish Baseline Metrics. You can't improve what you don't measure. Forget vanity metrics and focus on the four key metrics of software delivery performance (often called DORA metrics):
Phase 2: Diagnose - Find the Root Causes
With the immediate feature pressure off, use the time to conduct a thorough diagnosis. Get the whole team involved in a blameless retrospective. Here are the usual suspects:
Crippling Technical Debt: Was a core piece of architecture built for 100 users now buckling under 100,000? Are you running on a version of a framework that lost security support two years ago? Technical debt isn't just messy code; it's a direct tax on every new feature you try to build. The interest payments are the extra hours, the bugs, and the outages.
Flaky and Slow CI/CD Pipeline: A Continuous Integration/Continuous Deployment pipeline is the assembly line of software. If your tests are flaky (failing randomly), your build takes 45 minutes, or your deployment script is a manual 30-step checklist, your assembly line is broken. This discourages small, frequent changes and encourages large, risky "big bang" releases.
Inefficient Code Review Process: Are pull requests (PRs) sitting for days? Are reviews nit-picky and inconsistent? A slow or adversarial review process is a massive bottleneck. It stalls momentum, increases the cognitive load of context switching, and creates "merge hell" where multiple large branches have to be reconciled.
Lack of Psychological Safety: Do engineers feel safe to say, "I think this plan is too risky," or "I need help with this?" If failure is met with blame, your team will stop taking necessary risks. They will pad estimates, avoid complex but important refactors, and hide problems until it's too late.
Phase 3: The Recovery Plan - A Roadmap to Health
Diagnosis is nothing without a treatment plan. Prioritize your fixes using a simple Impact vs. Effort matrix and start executing.
Invest in Developer Experience (DevEx). The single best thing you can do to improve delivery is to make your engineers' lives easier. Attack build times: If your build takes 30 minutes, make it a top priority to get it under 5. This is a massive force multiplier. Stabilize tests: Eliminate flaky tests ruthlessly. A test suite nobody trusts is worse than no test suite at all. Automate everything: The deployment process should be a one-click (or zero-click, on-merge-to-main) operation. Automate database migrations, rollbacks, and environment setup.
Systematically Pay Down Technical Debt. You can't fix it all at once. Allocate Capacity: Dedicate a fixed percentage of every sprint (e.g., 20%) to tech debt and non-feature improvements. This is non-negotiable. It's the R&D budget for your team's future speed. Adopt the "Boy Scout Rule": Leave the code a little better than you found it. Every PR that touches a messy area should include a small cleanup. This prevents the debt from getting worse.
Refine Your Process. Smaller PRs: Institute a team norm that PRs should be small and focused on one thing. A PR with 100 lines of code can be reviewed in minutes; a 2,000-line monster will sit for a week. Clearer Tickets: Work with your product manager to ensure tickets have clear, unambiguous Acceptance Criteria. A huge amount of time is wasted on "what did you mean by this?" Blameless Post-mortems: When a failure happens (and it will), the goal is not to find who to blame, but to understand what part of the system allowed the failure to occur and how to make it more resilient.
The Payoff
Fixing a broken delivery pipeline is one of the highest-leverage activities a startup can undertake. It's not just about shipping more features. It’s about building a resilient, scalable, and predictable engineering organization.
The outcome is a virtuous cycle: faster feedback loops lead to better product decisions. Higher quality leads to less time spent on bug fixes. A smooth process leads to higher morale and less burnout.
And at the next all-hands meeting, when leadership asks about progress, you won't just have slides. You'll have a changelog full of value delivered to happy customers.

