cart 0
Trustpilot
One-to-Ones Pack box with cartoon characters and Digital Access label

One-to-Ones Pack

Transform routine check-ins into conversations that matter.

With 250 thoughtfully crafted questions across 9 categories, the One-to-Ones Pack helps you uncover what's really going on with your team, build genuine trust, and support their growth. It lives in the Pip Decks Web App, so it's always within reach on your phone, tablet or laptop.

Each question is designed by experienced leaders and coaches to go beyond surface-level updates and create the conversations where real progress happens.

×

Pip Decks is loved by 200,000+ customers

The conversation that changes everything

Every one-to-one is a chance to build trust... or lose it.

Too often, these sessions are rushed, skipped, or treated like check-ins. You talk about tasks instead of blockers. You skim over the deeper problems because you don't have the time or the right questions.

But when done right, a one-to-one is where someone tells you what's really going on. What they're stuck on. What they're worried about. What they need from you to grow.

The right question at the right moment can unlock insights that would otherwise stay hidden. It shows you care enough to ask, and skilled enough to listen.

The One-to-Ones Pip Pack gives you 250 carefully crafted questions to run meaningful conversations that build trust, uncover problems early, and help your team thrive.

Because when people feel seen and supported, everything gets easier. Performance improves. Retention increases. Teams flourish.

Storyish Conversation

Questions that matter, when you need them

No matter the situation, these questions will be by your side on your phone, laptop and tablet via the Pip Decks webapp.

Designed to spark meaningful dialogue, every question takes just a few seconds to read and helps you navigate the conversation with confidence.

Perfect for planned one-to-ones or those unexpected moments when someone needs support.

A question for every conversation stage

One approach doesn't fit all. You need different questions for different moments.

The One-to-Ones Pip Pack contains 250 questions across 9 categories.

Crafted by humans, for humans

AI can be brilliant at helping you navigate information.

But AI cannot replicate the lived experience that goes into each question, or the real-world testing that turns it into a tool you can rely on when trust is on the line.

These 250 questions have been sourced, crafted, curated, edited, tested and illustrated by humans - so you know it's knowledge you can trust.

You don't need to be a natural counselor to run great one-to-ones

Great one-to-ones work because of structure, not personality.

The One-to-Ones Pack gives you thoughtful, proven questions that do the heavy lifting for you. You know exactly what to ask, when to probe deeper, and how to create space for honest dialogue.

Just follow the prompts and you create conversations where people feel heard, problems surface early, and trust grows naturally.

Even experienced managers need better questions

You might be thinking, "I already run one-to-ones, do I really need more questions?"

The One-to-Ones Pack brings together over 250 questions from experienced leaders, coaches, and managers across industries.

Some are clever variations on familiar themes, others are completely new approaches that unlock conversations you didn't know were possible. The kind you only discover after years of leadership (unless someone hands them to you like we are!)

The One-to-Ones Pip Pack gives you a deeper repertoire of proven questions to draw from, so you can navigate difficult conversations, spot issues early, and help your team members feel genuinely supported.

Yes, The One-to-Ones Pack is for you!

Over 200,000 professionals trust Pip Decks, including:

• team leaders building trust with their direct reports;
• managers navigating difficult performance conversations;
• coaches helping clients breakthrough barriers;
• CEOs, HR professionals, consultants, and more.

One-to-Ones Pack box with cartoon characters and Digital Access label

Turn check-ins into conversations that matter.

4.6/5(280)

250 proven questions to build trust, uncover problems early, and help your team thrive.

  • Create psychological safety in every conversation
  • Spot issues before they become problems
  • Build the relationships that drive performance
Get The One-to-Ones Pip Pack Now

FAQ

Have questions in mind? See our FAQs below

General Questions

Can I get a VAT invoice?

Totally! You can provide your VAT number at checkout. And after making a purchase we will automatically email you a receipt. That email will include a link to generate a more detailed invoice that includes your company information and VAT.

What if I decide it's not for me?

No problem at all! You can return physical items within 30 days of delivery as long as they're in their original condition. Simply email us at support@pipdecks.com and we'll guide you through the return process. See our full return policy for details.

Do you do discounts for non-profits / educational institutions / students?

Yes! Get in touch at sales@pipdecks.com with your credentials (non-profit status or student ID) and we will arrange a discount for you.

Even more customers sharing the love

Real reviews, real customers.

Trustpilot