
A leader-led approach to workplace wellbeing
HeyPenny’s leader-led approach puts human-to-human conversations at the forefront. In doing so, we’re uncovering how work is truly impacting employee wellbeing and enabling organisations to proactively care for and support their people.
The HeyPenny Process
The HeyPenny process is simple but powerful: leader-led conversations that surface rich insights, captured as reliable data organisations can act on. It’s a human-first approach that drives lasting cultural change.
Conversations
Wellbeing check-ins provide a dedicated time for deeper conversations. Check-ins can be virtual, in-person or on the move, whatever works best for your team.
Capturing Insights
Leaders enter conversation insights into HeyPenny’s platform against a framework of factors co-designed by Dr. Hillary Bennett.
Usable Data
Conversation insights provide reliable wellbeing data organisations can use to enhance decision making and better support their people.
“Surveys are great for rating your uber ride home but rather inhuman when it comes to understanding wellbeing”
Conversations
as interventions
Leader-led check-ins aren’t just a nice-to-have, they’re a proven intervention.
Research shows 75% of employees need nothing more than a supportive conversation, while only 1% require external help or support. HeyPenny builds this into the rhythm of work with regular, leader-led conversations that create a dedicated space to talk about the impact of work. Unlike surveys, these conversations don’t just collective data, they create change. They are the intervention.
Rich qualitative
insights
HeyPenny captures rich, qualitative insights in real time, giving you depth that surveys simply can’t. Leaders log what’s shared in conversation against a framework co-designed with Dr. Hillary Bennett, revealing patterns of risk and protection as they emerge. It’s the smartest, most human way to understand what’s really going on, and the only approach that turns conversation into measurable, actionable data that drives change.
Usable,
reliable data
Finally, wellbeing data with depth, context, and a direct line to ROI.
HeyPenny collects usable, reliable, real-time data. Every conversation feeds into a real-time picture of your psychosocial risk landscape, highlighting what’s protecting your people and what’s putting them at risk. Track wellbeing trends over time. Measure the true impact of interventions, events, and leadership shifts. Link it all to KPIs and ROI. This isn’t another static report, it’s live, layered, and built for the people making decisions.

Champion your leaders and ignite their potential

Leadership uplift
Grow confident, competent leaders
The 70:20:10 learning model tells us that most development — 70% — comes from doing. HeyPenny embeds this into everyday workflows by enabling leaders to practice critical wellbeing conversations regularly, not just once in a training room. This practical, conversation-based approach builds soft skills, strengthens relationships, and drives behaviour change, sustainably and at scale. It’s a hands-on capability uplift strategy that actually sticks, and it's built right into the platform.
Collective uplift
We uplift systems, not just individuals
Our approach is systems-based: we uplift individuals as a collective by shifting how leaders and teams interact every day. Through regular, structured conversations, we embed care into the rhythm of work, changing behaviours, lifting capability, and building trust across the organisation.
Backed by rich, real-time data, HeyPenny doesn’t just support people, it shows leaders where to act, what’s working, and how to prevent harm before it starts. The result? Enduring, preventative, organisation-wide change that sticks.
Utilise wellbeing resources
HeyPenny empowers leaders to maximise wellbeing resources by enabling them to easily direct what’s available within the organisation. This enhanced resource utilisation drives better wellbeing outcomes, ensuring employees feel fully supported and valued.
Be safety compliant
HeyPenny’s enhanced visibility over the root causes of psychosocial stress, enables organisations to effectively manage risk in their workplace in order to comply with safety legislation, sec. 44 of HSWA. This allows businesses to not only demonstrate they meet legal requirements, but also foster a supportive environment, leading to better wellbeing outcomes and a thriving workplace culture.
HeyPenny Benefits
Reduced absenteeism
Increased productivity
Increased staff retention
Reduced presenteeism
Impactful leaders
Improved communication
Stronger relationships
Increased organisational
commitment
FAQs
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Our approach sits within regular 1:1 conversations and encourages a 'refocus' of the traditional check-ins that leaders do with their people.
Capturing insights into the HeyPenny platform takes roughly 5 extra minutes.
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Yes, the HeyPenny platform has been designed to support leaders and people from anywhere - be it work from home or on the beach, enabling them to have richer and more meaningful conversations.
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Both a leader and the staff member play a role in a good wellbeing conversation.
The leader-led role is responsible for capturing insights and creating a safe mental space for their staff member.
The employee-led role is responsible for setting the direction of the conversation. Simply put, the staff member only talks about what they are comfortable with - creating a sense of trust.
The HeyPenny platform and approach sets both the leader and employee up for success when adjusting to a new way of managing workplace wellbeing.
The platform includes conversational prompts to encourage easy going conversation and is mapped to a framework designed by leader workplace safety psychologist - Dr Hilary Bennet.
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Yes. A key pillar in a psycho-social safe workplace is trust and HeyPenny has built itself on that pillar.
Transparency is also key - a leader's role is to capture insights but the employee confirms & approves its accuracy.
Leaders can see conversations they have entered for their team and associated insights. All insights are anonymised using a mix of human and software controls to remove identifiable features e.g. he & she to they/them.
Finally, HeyPenny has high standard security controls to protect the privacy and confidentiality of data and commercial sensitivity.
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Simply put - an organisational psychologist is an expert in people in the workplace and are often the key to a business reaching their true potential.
From the Institute of Organisational Psychology:
"Organisational psychologists are experts in human behaviour in the workplace, having extensively studied the brain, performance, learning, group behaviour, and the processes determining how people think, feel, behave and react, and the impact of these on organisational outcomes."
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HeyPenny has partnered with fantastic workplace experts and organisational psychologists who are happy to continue with you on your journey.
They can be available for individual sessions with leaders, assistance in identifying the right initiatives to introduce to your work place or provide resources you need.