Our security team started joining sprint planning six months ago. The good news: we’re catching issues earlier. The weird news: our meetings ballooned from 45 minutes to 90 minutes, and I’m hearing grumbles about “security theater” from my developers.
I lead engineering at a high-growth EdTech startup. We bought into the DevSecOps vision—security as everyone’s responsibility, not a gate at the end. By 2026, that vision has become concrete: security engineers physically sitting in our sprint planning, stand-ups, and retrospectives.
The Progress We’ve Made
I’ll be honest—there are real wins:
- Catching misconfigurations early: We used to waste 2-3 days per sprint on security rework when issues surfaced in staging. Now we catch them during planning.
- Better context for security decisions: Our security team understands product context and can make smarter trade-off decisions instead of blanket “no.”
- Prevented real incidents: Threat modeling during planning has stopped 3 major security issues we can clearly identify (and probably more we’ll never know about).
The shift-left promise is real when it works. Security folks who understand our goals can be incredible partners.
The Bloat We’re Seeing
But here’s what’s got me concerned:
- Security criteria for everything: Every user story now needs “security acceptance criteria”—even minor UI tweaks. It feels like box-checking, not risk management.
- We kept the old gates: We still have our pre-production security review. So we didn’t replace the waterfall security process—we added agile security on top of it. Double the overhead.
- Developer sentiment: My engineers feel like they’re being watched, not supported. The energy has shifted from collaboration to compliance.
- Unmeasurable impact: A 2026 Forrester study found that 55% of companies can’t quantify the impact of their shift-left efforts. We’re in that camp.
The Paradox Nobody Talks About
Here’s what keeps me up at night: we measure developers on shipping features, not on security.
When my engineers have limited learning time each week, security has to compete with:
- New AI coding tools that make them faster
- Evolving frameworks they need for their jobs
- The languages and techniques that directly impact their performance reviews
Security loses that competition every time. We’re asking people to care deeply about something we don’t actually reward them for.
Is “shift left” actually shifting responsibility without shifting incentives?
My Questions for This Community
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Has your org integrated security into agile ceremonies? Did it improve outcomes or just add process overhead?
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How do you balance shift-left with developer velocity? Have you found a way to make security feel like an enabler instead of a tax?
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Did you deprecate old security gates? Or did you also end up with double the process?
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How do you measure DevSecOps success? If we can’t quantify impact, how do we know we’re building better vs. just having more meetings?
I believe in DevSecOps principles. I just want to make sure we’re implementing them in a way that genuinely improves security outcomes without burning out our teams.
What’s working for you?
Cross-posted from a discussion at my leadership team. Would love to hear from other engineering leaders, security practitioners, and anyone who’s navigated this shift.