Dept Growth Marketing Inc.

10/27/2026 | Press release | Distributed by Public on 10/27/2026 10:27

The empathy test for agentic software delivery

Insights

The empathy test for agentic software delivery

Matt Merrill
Director of Engineering
Length 9 min read
Date October 27, 2026

In July, luxury fitness brand Equinox withdrew an AI-generated poster from its "Question Everything. But Yourself" ad campaign after a backlash from members of the Asian-American community.

The campaign and poster set out to challenge AI fakery: An image of a woman's head displayed on a stand meant to critique AI-generated fitness content featuring beautiful (but fake) bodies. Critics argued that it reproduced the very dehumanization the campaign was meant to expose. A brand positioning itself against AI slop had become its own cautionary tale.

The failure wasn't a lack of technical capability or creativity on the AI's part. It did what it was told, but the question that really mattered, "How will this land with our potential customers in this landscape?" didn't get the attention it deserved.

Software delivery is in a similar place.

AI software delivery without human judgment produces bad stuff faster

It's easy to buy into the narrative that AI is best at coding and software. That's not wrong, but without human judgment and guidance at the right points, you will release the wrong things at best, and damage your brand's reputation at worst.

An early bad assumption by an AI agent can lead to a problematic release to users before anyone at your company notices. What makes this worse is the wasted human effort to automate these workflows (yes, you still need humans to set up those AI pipelines!) and the mountains of unnecessary LLM tokens.

These complications point to why AI hasn't yet produced a measurable productivity gain. Companies bolt it onto old ways of working without reconsidering where human judgment shapes the outcome. The level of human empathy and context needed to make decisions drives your entire journey into AI-enabled automation.

Apply the same thinking to software delivery. You must decide what agents can own, establish shared context, and manage cultural change to make the software delivery process work in this brave new world.

Two questions, four kinds of work

Before delegating any part of software delivery work to an agent, we ask two questions. We call it the empathy test:

  • Does this outcome depend on understanding and taking responsibility for its effect on people (empathy), or is it better judged impersonally against explicit criteria? Here, empathy does not mean warmth, intuition, or language. It means understanding how a software decision lands with customers, employees, partners, and the organization, and being accountable for the consequences.
  • Does the right answer depend on the current situation, or can it be determined from something explicit and verifiable? Choosing a technical architecture may depend on this organization's strategy, existing systems, skills, and constraints. Running a well-defined regression test suite can be documented and explicit.

Humans, and only humans, decide the answers to this test. Its purpose is to help understand the consequences of decision-making before delegating work to agents and to put effort (and tokens) towards the pieces of work that can best leverage AI tooling with low risk.

Plot your answers against each other, and the decisions and actions inside a software delivery project fall into four places. An entire project doesn't belong in one box. Break it into decisions and actions, then assign each one the appropriate operating model.

Here, the X-axis ranges from "Well documented, verified." (Canonical) to "It really depends on the situation and is very nuanced." (Contextual). The Y-axis ranges from "The work requires high levels of human empathy" to "Human empathy actually might harm the outcome."

Let's break down these quadrants a bit more:

As work becomes more explicit and its mistakes more containable, the human role shifts from leading to directing to authorizing to handling escalations and one-off cases.

For (almost) everything: Release risk assessment by a human

The empathy test helps determine how much leeway agents have to make decisions and how humans supervise that work. The test doesn't tell you how dangerous a mistake would be to release to users. For example, a data migration can be fully documented and impersonal while carrying enormous risk.

Some classes of changes, or even whole pieces of software, carry varying levels of risk if released to users. The empathy test process encourages us not to build something that's too risky. But even if you do, it's not too late to wait, or even not release it at all.

To mitigate the risk early, apply a "blast-radius test" to any process you're considering agentifying/automating:

  • How confident are you that your software delivery pipelines can detect problems before this gets to users?
  • How quickly would you detect an error if it did get to users?
  • How far could the issue spread?
  • Could you reverse the change safely?

The answers determine how much freedom the agents get.

Consider release risk when building, but it's a crucial human gate to help you decide if, when, and how to push your change to users. And we know what you're thinking: Yes, use agents to help direct and inform your decisions.

There may be some changes that your business is ok with releasing to users fully agentically. But those changes should fit a well-defined pattern, and you should have plenty of human-directed "reps" of that process before letting the agents go fully autonomous.

As tools and processes get more advanced, organizations are getting much better at this, so we expect the number of fully agentic user releases to increase as the whole industry matures.

Example: Retail cart abandonment

A retail brand is experiencing high cart abandonment. The suspected cause is the flow's complex fraud-verification steps. They need to analyze and (potentially) rebuild their checkout flow.

The growth opportunity here is helping more customers complete their purchase. Starting with that outcome gives the team a reason to change the checkout-and a way to judge whether faster delivery actually creates value.

Human leads; Agent advises: Analysts use agents to gather behavioral data and recognize patterns. After reviewing those patterns, humans confirm that customers leave at the fraud verification step. Business leaders then decide if fraud protection outweighs checkout friction for real customers. Agents gather more funnel and behavioral data, fraud patterns, and industry baselines to model conversion impact. Human leaders decide acceptable risk and whether they need to rebuild the checkout flow.

Agent proposes; Human directs: Now, the product team uses agents to propose multiple new checkout flows for consideration. Humans choose the best path. Then agents draft specs and present technical choices. Designers, architects, and product leads then pick and refine the best path forward.

Human guides/authorizes; Agent executes: To fix a confusing payment decline flow, humans write the spec and supply UI mockups. AI tools generate the implementation plan and code, which a developer reviews before deploying to a testing environment.

Agent operates; System escalates: Guided by clear specs, agents build form components, run tests, update docs, and deploy to test environments autonomously. Automated checks catch errors safely in non-customer-facing setups, and agents notify a human when something unexpected happens.

With a release-risk lens, use agents to analyze rollout plans, rollback plans, QA results, and user-feedback testing (you're doing user-feedback testing right?), and play critic to make sure the release is bulletproof. Then humans decide it should be rolled out.

Start where mistakes are cheap, and everyone is involved

Here's an experiment to try: Take your software delivery team's last two weeks of work and sort its decisions and actions into the four empathy test quadrants. Look for documented, impersonal work that consumed experienced people's time. Those are the places to start getting your agentic "reps" in and build outward from that.

Ideally, as a quick follow-on, you want to agentify processes that are large enough that they require the whole team surrounding how software gets to users - not just developers or engineers. This includes business analysts, project managers, product owners, key business stakeholders, and others. Through a release-risk lens, they should also be relatively low risk.

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Look for documented, impersonal work that consumed experienced people's time. Those are the places to start getting your agentic "reps" in and build outward from that.


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Choose one repeatable workflow and establish a baseline. Define the expected result, required checks, escalation conditions, and rollback path. Measure time, review effort, rework, and defects. Expand the agent's scope only when the evidence supports it.

But eventually, every team reaches the same constraint: agents can work only as effectively as the humans on the team can supply relevant context. Without it, an agent may build a complete feature without understanding why the product exists. It can generate software, but it cannot reliably ship valuable software. Solving that problem takes more, and it's not just technical.

Moving to truly agentic software delivery isn't just rolling out new tools. It is an operating-model change involving judgment, knowledge, controls, and new habits across the delivery team.

The willingness to adapt

Agentic software delivery isn't a destination or tool rollout. It requires reconfiguring processes and the ability to delegate while staying intimately aware of internal operating decisions. Tools and ways of working change too fast for anyone to call their toolset and playbook "done."

Once the hype moves on, the teams producing the most value will keep experimenting with new tools, sharing what they know, writing down decisions, learning from what works and what fails, and changing how they work together without giving up human judgment or accountability.

As agents take on more routine work, your team gains capacity to test a new service, improve a customer journey, or pursue a product idea that previously cost too much to explore. Human judgment helps decide which opportunities deserve that investment.

The goal isn't to build agents that pass the empathy test. It's to build a team that never stops applying it.

Dept Growth Marketing Inc. published this content on October 27, 2026, and is solely responsible for the information contained herein. Distributed via Public Technologies (PUBT), unedited and unaltered, on October 27, 2026 at 16:27 UTC. If you believe the information included in the content is inaccurate or outdated and requires editing or removal, please contact us at [email protected]