AskHaileeYour AI Guide

Professional
Class AI Advisor

Domain-specific digital transformation AI for enterprises
where revenue and growth depend on digital productivity.

Enterprises invest in digital transformation to create competitive differentiation that retains and grows revenue. Organizations spent $2.8 trillion on these efforts in 2025, yet 87% still failed to deliver expected business outcomes. Why? Because leaders had no way to see digital friction eroding productivity before the revenue impact became visible.

Problem

When business outcomes fall short, "employee resistance to change" gets the blame. In reality, invisible digital friction from app sprawl undermines competitive differentiation, customer retention, and revenue growth. Even when systems appear healthy, execution breaks down across customer experience, new products and services, and market expansion.

Ops tools fix what breaks. Experience tools report how it feels. But root causes stay hidden, so friction compounds and revenue quietly bleeds away.

Workplaces hold back 96% of employees, according to Forbes, because the tools they rely on make it harder to keep up with work. Each employee loses roughly 5.5 hours per week due to digital friction issues no one can fully explain. Employee experience is where digital friction shows up first, shaping how effectively work gets done and how reliably revenue follows.

Digital chaos is accelerating. Okta reports 90 apps in 2019 rising to 231 in 2025. Others report as high as 367 apps per enterprise.

Solution

Employees don't resist effective solutions—they work around ineffective ones. Hailee is the agentic AI version of the book Completely Satisfied. Hailee uses digital twins of workgroups to model how work actually happens, revealing the friction that erodes retention and growth, turning it into decision-grade clarity and defensible action.

Transformations don't fail because leaders lack ambition or employees resist change. They fail because leaders lack visibility into the root causes of what's actually holding employees back.

When leaders can see where friction constrains work and why, transformation shifts from belief-driven programs to evidence-driven revenue execution. According to Harvard Business Review, 88% of digital transformation failures trace back to organizations not learning from employee experience—the very information leaders are missing. See a sample chat.

Account Executives are experiencing digital friction in CRM because there isn't a clear way to acknowledge or act on their feedback-especially during Managing and Closing activities. This directly impacts 80% of their highest-value work, making it the main barrier to faster revenue growth. For the board, you can frame this as:

"Our sales teams are losing deal velocity and productivity. Removing these digital blockers will accelerate growth, improve data quality for Al, and deliver faster returns from our transformation agenda."
Would you like help turning this into a concrete action plan or proposal for leadership?

Sample Hailee output (unedited)

Platform

Hailee is a domain-specific AI advisor on digital transformation. Hailee reasons over human digital twins of workgroups, combining domain rules and structured data to quantify the business impact of digital friction, identify root causes, and guide improvement across workgroups at scale.

1 Models workgroups

Digital workplace initiatives often underperform because leaders lack visibility into how workgroups actually experience digital work.

Hailee applies the science of Completely Satisfied to model real workgroup experience across digital work.

Ask questions, analyze work, experience, and business impact, and gain clarity with domain-specific AI tailored to specific workgroups. Hailee acts as a diagnostic advisor—explaining where expectations, delivery, and outcomes diverge, and why digital work slows down in practice.

2 Quantifies friction

When digital workplace and transformation efforts stall, friction hides inside everyday tasks that uptime metrics and dashboards can't explain.

Hailee helps leaders recognize and measure this hidden friction—created by app sprawl, poor alignment, and experience breakdowns.

Research complex experience, job task, and business impact questions across workgroups. Ground every insight in modeled evidence and trusted data. Anchor findings in established service quality science to explain how satisfaction erodes and productivity is lost.

3 Directs Action

Without clear insight, organizations fix symptoms instead of causes—and digital workplace problems repeat.

Hailee converts experience insight into clear, prioritized actions leaders can socialize and execute.

Scale understanding across workgroups, remove ambiguity, and shift focus from activity to outcomes. Prioritize what matters, reduce wasted effort, and improve experience, satisfaction, and productivity across digital work with clear, actionable execution guidance.

4 Sustains Improvement

Digital work changes continuously, and without ongoing visibility friction quietly returns across workgroups.

Hailee compares updated workgroup digital twins over time to surface drift, identify new gaps, and explain changes in performance.

Track experience, satisfaction, and productivity as conditions evolve. Maintain decision-grade clarity so improvements hold as systems, processes, and expectations change—and small breakdowns are addressed before they compound into visible performance loss.

Cases

See how Hailee and Completely Satisfied can work for you through these example workgroup digital twins—models of employee work experience.

Sales GenAI | Sales CRM | Healthcare EHR | Finance ERP | Education LMS

This is an unedited Hailee session excerpt.

Role scenario:

Digital Friction:

True root cause:

Outcomes:

The Price of Blindness: The Effort-Time Tax

Digital friction burns seven workweeks of productivity per employee, every year. That's $10,500 in capital spent with zero return per employee. It's a direct, preventable hit to operating profit.

THE LEVERAGE OF FRICTION REMOVAL (500-PERSON TEAM)

Based on 2025 U.S. average wages, losing one hour per day to digital chaos costs $4.8M annually.

Example 1
Cost of friction for a 500-person team

Using U.S. average wages, even one lost hour per person per workday means a 500-person organization loses about $4.8 million per year to digital friction (500 people × 1 hour/day × 260 workdays × $36.67/hour).

A 2% improvement returns roughly $95,000 to operating profit, equivalent to about $1.5 million in new revenue at a 6.5% margin.

A 40% improvement recovers about $1.9 million in annual operating profit, equivalent to roughly $29 million in new revenue.

Example 2
What even just one hour a day is worth

Reclaiming that same one hour per person per day across 500 employees delivers about $4.8 million per year in recovered productivity value already on payroll.

At a 6.5% net margin, that is equivalent to about $73 million in revenue and begins accruing immediately, as long as the improvement holds.

This is profit hiding inside time you already own.

That means each recovered hour is worth about $560 in revenue-equivalent impact ($73M ÷ 130,000 hours).

Reducing digital friction expands margin without adding headcount or infrastructure. This isn't theoretical efficiency. It's operational, immediate growth hiding in plain sight.

The Science

Hailee is a diagnostic system that reasons over experience.

Under the hood are workgroup digital twins—structured models of how teams actually use and experience technology doing real work. Hailee combines these digital twins with domain rules and structured data to expose root causes of satisfaction and productivity problems, quantify impact, and guide resolution across workgroups at scale.

Proven Approach

Engagements like these refined the methods in Completely Satisfied that Hailee now makes conversational and operational:

Security

Built for sensitive work, Hailee protects corporate, employee, and workgroup data with strong security, governance, and data privacy controls.

Hailee operates under a twin-first, evidence-only governance model. As an advisory system, Hailee observes modeled experience, explains causes and impacts, and informs decisions without acting on systems, automating changes, or serving as a system of record.

You retain full control of your data. Chats and any associated twin data are used only to respond in real time and not used to train, retrain, or improve AI models. Hailee does not retain memory of prior conversations unless a user explicitly saves a chat and chooses to continue it later.

No personally identifiable information is used in analysis or outputs. Hailee generates insights from digital twins that model workgroups and roles (for example, Inside Sales Representatives), using only de-identified, aggregated experience data—not individual behavior.

Hailee requires no live data integrations because all insights are generated from workgroup digital twins, making every conclusion traceable to modeled inputs and evidence leaders can understand, explain, and defend.

Contact

Want to talk about Completely Satisfied or chat with Hailee?

Let's connect on LinkedIn. Follow me, and then let's chat.