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Research Report

AI at Work

Where AI is delivering, and where it's quietly falling short in 2026

Leebry logo mark Leebry
by MacPaw logo icon MacPaw
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Introduction

The "AI at Work" report starts with a simple question: where is AI actually delivering value, and where is it falling short?

01

Adoption is accelerating, but most organizations are still working through the realities of implementation. Leadership expectations are rising, ownership is often unclear, and few teams have reliable ways to measure success.

02

At the same time, AI is delivering results, just not at the scale many expected. The most effective use cases are narrow, team-specific, and closely managed, while broader initiatives struggle to produce consistent outcomes.

03

Across every dimension in this research, one pattern stands out: the limiting factor is rarely the technology itself. It is the surrounding conditions, including data quality, governance, and how AI is introduced into the organization.

This report explores where those gaps exist, and what separates the organizations seeing results from those that are not.

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Key Takeaways

Expectations are outpacing execution.

61%

of IT leaders report a gap between leadership expectations and what teams can realistically deliver. Organizations with strong alignment are 4.5x more likely to keep initiatives on track.

Most organizations cannot prove AI is working.

73%

lack formal, outcome-based ROI metrics. Only 17% say most of their initiatives have delivered measurable results. Without measurement, underperforming projects linger in uncertainty.

Data readiness is a hidden blocker.

90%

of organizations skipped a full documentation audit. 32% say their knowledge base is less than 50% accurate. When inputs are unreliable, outputs will be too — no matter how advanced the model.

Trust is conditional, not automatic.

98%

of organizations verify AI outputs before acting. Only 2% trust AI without human review. Combined with limited visibility and emerging security risks, trust in AI is still being earned.

How This Research Was Conducted

100 Director-level+
IT leaders surveyed
via Wynter, March 2026.

SaaS · Professional services · IT consulting · Manufacturing · Financial services · Healthcare · Cybersecurity · Government · Retail

49%
25%
26%

Enterprise

1,000+ employees

Mid-Market

200–999 employees

Medium

50–199 employees

Analyses by company size is based on limited sample sizes. Percentage differences between groups should be interpreted with caution, as they are indicative rather than statistically conclusive. Readers are encouraged to focus on directional trends rather than precise percentage differences between groups.

The Reality Gap in AI

AI ambition
outpaces
reality.

Expectations are moving faster than execution. 61% of IT leaders report a gap between what leadership expects and what teams can realistically deliver today.

How aligned is leadership's AI expectations with what your team can deliver today?

Moderate gap — leadership expects faster progress than we can deliver

43%

Well aligned — leadership understands the potential and the limitations

26%

Significant gap — leadership expectations are disconnected from operational reality

18%

Leadership doesn't have specific AI expectations yet

13%

The gap looks different by company size

Enterprise leads in perceived gap

65% report a moderate or significant gap, and only one respondent reported leadership has no specific expectations.

Mid-market shows similar misalignment

64% report a perceived gap, and 20% say expectations have not been set, leaving IT to define direction independently.

Medium companies show the lowest gap — highest ambiguity

50% report an expectations gap, but 27% say leadership has no AI expectations at all, meaning teams are adopting AI without a clear mandate or framework.

Key Finding — Alignment Predicts Outcomes

3X

Companies that are misaligned on AI expectations are 3X more likely to stop or scale back initiatives. 33% of initiatives get affected in misaligned orgs vs. only 12% in well-aligned ones.

Why Measuring AI ROI Remains a Challenge

73%

lack formal metrics

Most organizations still do not have a clear way to measure whether AI is working. They rely instead on adoption rates or subjective feedback rather than clear business impact.

How does your organization measure the ROI of AI initiatives?

We haven't established a measurement approach

32%

Formal metrics — hours saved, tickets deflected, cost reduction

27%

We track usage/adoption rates but not outcomes

20%

Informal feedback ("it feels faster")

17%

We tried to measure, but the results were inconclusive

4%

The Measurement Gap by Company Size

Enterprise

18%

no measurement approach. Lead in formal metrics at 35% — but that still leaves nearly two-thirds without outcome-based measurement.

Mid-Market

40%

have no measurement approach — a significant share operating without visibility into whether AI investments are delivering.

Medium

50%

the most exposed — half have no measurement approach at all, making it nearly impossible to justify or improve AI investments.

Where AI Initiatives Are Falling Short

Momentum
is stalling.

Despite early momentum, many AI initiatives are struggling to sustain results. More than a quarter of organizations have paused, scaled back, or fully abandoned at least one AI initiative in the past 12 months. Another 23% report initiatives that are underperforming and at risk.

In the past 12 months, has your organization paused, scaled back, or abandoned an AI initiative that was already underway?

All initiatives are progressing as planned

32%

Initiatives not delivering, may be at risk

23%

Haven't had formal initiatives long enough

18%

Fully stopped at least one initiative

14%

Significantly scaled back scope or budget

13%

27%

have paused, scaled back, or fully abandoned at least one AI initiative in the past 12 months.

23%

report initiatives that are underperforming and at risk of being stopped.

The Role of Data Readiness

90%

skipped full audit

Most AI accuracy problems are not AI problems. They are documentation problems that existed long before anyone deployed a model.

90% of organizations deployed AI without extensively auditing the internal documentation that those tools would access.

Before deploying AI tools, did your organization audit or clean up the internal documentation AI tools would access?

No, we deployed AI on existing documentation as-is

45%

Partially, we cleaned up some areas

38%

Yes, extensively

10%

We started, but didn't finish the process

7%

The audit gap by company size

Medium companies are the most exposed. 62% deployed AI on existing documentation as-is, and only 4% audited extensively. Enterprise organizations fare somewhat better at 14% extensive audit rate, but 37% still deployed without any cleanup.

Enterprise

37%

deployed as-is

14%

audited fully

Mid-Market

48%

deployed as-is

8%

audited fully

Medium

62%

deployed as-is

4%

audited fully

What This Means

There is a gap forming between the two types of organizations, and it is widening quickly.

The Minority — On Track

Teams that started with governance, cleaned up their documentation, set expectations with leadership, and defined what success looks like before deploying anything. Their initiatives are on track, their failures are caught early, and their AI investments are producing measurable results.

The Majority — Working Backward

Teams that deployed first and are now trying to bolt on governance, clean up data, and justify ROI after the tools are already live. Not failing because of the wrong technology — failing because the organizational scaffolding was never built.

This is not a call to slow down. The pressure to adopt AI is real, and the organizations that figure it out will have a significant advantage. But the data is clear that figuring it out starts with the work nobody wants to do: auditing 20 years of Confluence pages, defining what a successful outcome actually looks like, and having an honest conversation with leadership about what is possible with current resources.

Research Report

Get the full AI at Work 2026 report

The full breakdown behind every stat in this report. Data readiness benchmarks, ROI measurement gaps, and what the top performers are doing differently.

AI Assessment

Want to see where your own org stands?

We built a short AI assessment that scores you against the same benchmarks in the report: leadership alignment, ROI measurement, data readiness, and rollout maturity.

Run your AI assessment

About Leebry

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Leebry is a Work AI platform designed to help organizations make better use of the knowledge and tools they already have. By connecting systems like Confluence, Slack, Jira, Okta, and HiBob, it provides secure, citation-backed answers and enables everyday workflows through a single interface.

Available Q2 2026. Learn more at leebry.com

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AI AT WORK · RESEARCH REPORT · 2026