
Christopher Healey
Group CEO
Invite Christopher Healey to speak at your HR leadership event
About
Cloud Assist Group is a consulting business built with people at the centre. We help HR leaders around the world turn AI opportunity into responsible progress, and we measure the success of our work in capacity redirected to people work, never in headcount.

Group CEO
Invite Christopher Healey to speak at your HR leadership event

CLCO

VP Change & Adoption

Senior AI Engineer

AI Engineer

Product Enablement Lead

PMO & Operations Support

Technical Marketing Lead

AI Advocate
One accountable lead runs the workshop, the boundary review and the playback, and writes the Decision Pack. AI Assist runs the trial and the lab. The platform specialist joins where your system matters. The PeopleSafeguard product owner confirms every product claim.
We recommend the smallest credible next move, prove it, and then earn the right to expand. We say what the evidence supports, and legal interpretation stays with your legal and privacy owners.
Workday, Dayforce, Plan Assist, TORI, VirgilHR, HiBob, Snowflake, Oracle and Legion WFM.
Cloud Assist Group HQ, Bank Chambers, 2 Bridge Street, Leatherhead, Surrey, KT22 8BZ, UK.
Engagements run online, scheduled in your working hours wherever you are, with on-site sessions where they matter.
Supporting HR transformation in the age of AI. We help shape the vision and business design, choose systems where needed, support implementation and change, adopt AI responsibly and measure the results. AI for HR remains central, with people and business outcomes guiding the work.
Cloud Assist leads every conversation, proposal and report. Work with us across the transformation or where you need us most, including on the systems you already run. Phase Zero, HRIS Vendor Selection and any implementation or change delivery have separate scopes, agreed around your needs. Our practices bring the relevant HR and platform experience; recommendations start with your requirements.
Strategy, change management, operating model, value case and benefits, and one accountable relationship across the work you ask us to support.
Use-case strategy for HR, role-based AI Mastery with practice and feedback, practical guidelines and policy design with your governance owners, and the controlled trials, retrieval and agent work on the platform you already have. Private or dedicated deployment only where your data boundary requires it.
What Workday AI means for your organisation: what is available, suitable and entitled in your tenant, where each feature processes data, configuration, access, process impact and adoption. Workday partner. Project readiness, data transformation, testing, integration, training and application management.
Pre-implementation, implementation and post-go-live optimisation for Dayforce customers, including where AI features arrive inside the platform.
HR service journeys, virtual agent and knowledge on ServiceNow, for organisations whose HR service runs there.
PeopleSafeguard is part of every AI engagement: one place that shows what AI HR uses, who is trained, and the evidence behind each decision. Set up in week one, yours for twelve months, at no separate charge. After that, you decide whether to continue.
PeopleSafeguard in full: your data, the questions HR leaders ask, and the live sessions
Connect Assist brings together surveys, pulses and open responses to understand employee sentiment. Connect what people are saying with business context, identify themes across groups and shape targeted actions.
Anonymous responses, reported in aggregate with minimum group sizes. Your privacy owner reviews the questions before anything opens. No video, no biometric analysis, no emotion recognition, and no analysis of individuals: themes across groups only, and never about performance. Separately priced option.
Job Assist provides a structured job catalogue: a consistent foundation for describing roles, organising job architecture and planning the skills your organisation needs.
Org Assist supports conversational organisation design, helping you explore alternative structures and keep the reasoning behind each decision.
Core HR platforms. We review what is available, suitable and entitled in your tenant before anything is bought, and we configure and adopt what fits. SAP SuccessFactors and other platforms through the same method.
Workforce data where it lives: the evidence, baselines and value measures behind every decision, without moving employee records into new tools.
Workforce management and scheduling for frontline populations, where AI meets rostering, demand and fairness questions first.
| You asked for | Where it lives |
|---|---|
| Understanding Workday, Oracle, Dayforce or HiBob in the world of AI | Platform AI Value; the specialist practice joins First Move and HR Service Lift where the platform matters |
| An AI strategy for HR | A light use-case strategy inside First Move; the board-date path; the full strategy inside HR Operating Model |
| AI Mastery education | AI Mastery for HR; one lab inside every First Move |
| AI guidelines and policies | Responsible AI in Practice; the one-page working guide inside every First Move |
| Transformation, change and operating model | HR Operating Model; change and adoption inside every Build engagement |
| A register and evidence of responsible use | PeopleSafeguard, included in every AI engagement |
| Hearing how people feel about AI | Connect Assist employee pulse, available as a separately priced option |
Each engagement named here is described on your journey.
A 30 minute conversation about your priorities, your systems and a responsible place to start. You leave with three candidate first moves. No charge, no sensitive data required, no slides about us.