Meet Haily, an intelligent AI coach that grows with your people. Grounded in real practice, embedded in daily work and designed for global teams.


Haily brings world-class development to your entire organisation — whether scaling independently or driving transformation alongside Hellomonday's ICF-certified coaches.


Most coaching happens after the moment has passed. Haily is there before it begins, helping turn real situations into impactful development, in the flow of work.

Haily adapts to your organisation's culture, leadership frameworks and development priorities. Every interaction reflects the language, expectations and behaviours you've already defined.

Coaching rarely reaches everyone who needs it. Haily changes that, bringing personalised coaching to every level of your organisation.


Trained on thousands of hours of expert coaching, reflecting the judgement and methodologies of world-class coaches.

Integrates your feedback, assessments and reviews, turning existing insights into coaching that drives action.

Interactions informed by real coaching conversations and proven methodologies, so guidance mirrors what works in practice.

Rehearse real conversations in context, from tough feedback to high-stakes moments, so your leaders show up ready when it counts.

Gain real-time organisational intelligence across workforce capability, development and emerging themes.

Private by default, transparent by design. ISO-27701 aligned and built for enterprise governance.
Haily extends beyond coaching sessions, supporting reflection, confidence and action in real work moments.
Practising conversations and roleplays.
Space to pause, think and process.
Digging deeper into leadership and coaching ideas.
Meeting preparation, feedback framing, task structuring.
Hellomonday takes a structured, safety-first approach to privacy, grounded in clear boundaries and responsible AI design.
Built on enterprise-grade security and “privacy by design,” Hellomonday ensures trust at every level.
Each organisation operates within its own secure, isolated vault, with individual participant vaults encrypting reflections, chats, and progress data so only the user can access them. Coaches never see private conversations, only aggregated, opt-in themes, maintaining confidentiality while enabling meaningful support.
Data is protected through encryption in transit (TLS 1.2+) and at rest (AES-256), with infrastructure aligned to ISO 27001, GDPR, and Australian Privacy Principles. Participants control their own data, including private chat modes and deletion options, while continuous monitoring, audit logging, and incident response protocols ensure ongoing protection and compliance.
Haily was designed at the intersection of coaching expertise, behavioural science, and thoughtful product design. Built on decades of real-world coaching experience and refined by practitioners, it reflects how people actually learn, reflect, and grow.
Supporting leaders in the flow of work, Haily provides real-time guidance in the moments that matter, helping participants think practice their response to challenges as they arise rather than waiting for their next coaching session. Built to extend coaching beyond one-to-one sessions, Haily enables leaders to practice real-world scenarios, from difficult conversations to decision-making, in a safe, coach-like environment.
Most AI tools provide generic, one-size-fits-all responses.
Haily is different because it is grounded in your organisation’s unique context through Organisation DNA. This structured layer draws on your strategy, values, leadership expectations, ways of working, and internal language to shape every interaction.
The result is guidance that feels familiar, relevant, and aligned. Haily doesn’t just understand leadership in general; it understands what good leadership looks like in your organisation. Combined with its coaching-led approach, Haily delivers a far more personalised, credible, and behaviour-focused experience than standalone AI tools.
Haily is embedded directly into the coaching journey, extending development beyond scheduled sessions. It acts as an always-on thought partner, supporting participants in real time as challenges arise. Between sessions, Haily helps individuals reflect, stay accountable to their goals, and translate insights into action through structured prompts, practice, and scenario practices. This continuity ensures coaching doesn’t lose momentum once a session ends. Rather than replacing one-to-one coaching, Haily strengthens their impact by reinforcing key themes, maintaining focus, and supporting ongoing growth.
The result is a more consistent, measurable, and sustained development experience that fits naturally into day-to-day work.
Haily is shaped by your organisation’s DNA, a structured layer of context that informs how it interacts with participants. This includes your strategy, priorities, values, leadership frameworks, ways of working, and communication style.
By grounding every interaction in this context, Haily ensures its language, scenarios, and guidance feel relevant and familiar rather than generic. It also incorporates performance approaches, feedback norms, and organisational constraints, so recommendations align with how your business actually operates.
This means Haily doesn’t just deliver coaching in isolation, it reinforces your existing systems and goals, creating a more credible, personalised experience that supports meaningful behaviour change.
Haily supports leaders across a wide range of real-world scenarios, from everyday challenges to more complex interpersonal situations.
This includes preparing for difficult conversations, giving and receiving feedback, navigating team dynamics, managing performance, and making decisions under pressure. Leaders can also use Haily to clarify priorities, reflect on leadership behaviours, and test different approaches before acting.
Because Haily is grounded in organisational context, these scenarios feel realistic and aligned with how work actually happens. It adapts its level of depth based on sensitivity, ensuring appropriate support while encouraging reflection rather than prescribing outcomes, helping leaders build confidence and capability through practice.
Haily is grounded in decades of coaching expertise, shaped by experienced practitioners and proven behavioural science. It reflects established coaching methodologies that prioritise inquiry, self-reflection, and accountability over instruction.
Rather than giving answers, Haily uses structured questioning, goal-setting, and reflection techniques to help individuals develop their own insights and actions. This approach is consistent with how effective coaching drives lasting change. Haily also incorporates practical tools such as action planning and habit reinforcement, ensuring development is not just conceptual but measurable. By combining this expertise with thoughtful design, Haily delivers a scalable coaching experience that stays true to the principles of high-quality human coaching.