Eliminate shitty boss moments.

AskLucky is a conversational AI coach that helps your leaders navigate tough people moments — in real-time, with empathy, and without making it worse.

Because one bad moment should not cost you a great employee.

{/* The Pain */}

You are not losing people to policy. You are losing them to silence.

Turnover is eating your margins. Your best managers are hesitating, not because they do not care — but because they do not know how to act without making things worse.

HR resources are buried in portals no one opens.
Managers freeze in high-stakes moments.
Cultural competency is expected — but never supported.
And people? They are walking.

You are spending millions on training and tools. But when it matters most? Your team is still on their own.

{/* What AskLucky Does */}

AskLucky puts your HR and DEI knowledge to work — when it actually matters.

We take what you already know — policies, training, lived expertise — and make it available in the moment of need.

Conversational AI that meets managers in real time
Private, judgment-free space to ask hard questions
Guidance grounded in your existing policies and tone
Built to reduce turnover, empower leadership, and scale culture

AskLucky is not another portal. It is a conversation. And it changes everything.

{/* Meet Lucky */}

Meet Lucky

Lucky, called Lakhdeep Singh Dhaliwal by his mom when he is in trouble, is the heart and soul of AskLucky.ai.

With over 20 years of experience as an inclusion champion, Lucky’s wisdom, courage and infectious joy have helped thousands discover the power of mattering…

AskLucky.ai embodies Lucky’s spirit. It is wise, approachable, and committed to having conversations that lead to everyone feeling they truly matter.

{/* Co-Creation Invitation */}

We are building something new — and we are not doing it alone.

We are inviting a small number of co-creation partners to help shape AskLucky from the inside out.

Influence product architecture and voice
Get vertical exclusivity
Align custom features to your frontline realities
Be the first to pilot voice interaction

Let us help you solve your own pain points — and build a tool your peers will want to license next.

{/* Why It Works */}

The ROI is real. The stakes are high. The moment is now.

$41K: Average cost of losing one employee
12%–57% turnover across key sectors
Breakeven on AskLucky: One retention win
Built on proven Canadian tech with AskEllyn.ai
Created by leaders with 45+ years of workplace culture transformation

You do not need another platform. You need action — in the moment, for the people who make your organization work.

{/* Final Call to Action */}

This is how we scale good leadership.

Let us stop losing people over moments that could have gone better. Let us build something that makes everyone feel like they matter — and helps your bottom line while we are at it.

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