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200 Friendly Questions

200 Friendly Questions

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Get all 3 PDF Question Books for $27.50 🌿

  • Made for friends, with love
  • Free shipping - 6 to 21 days
  • Instant relationship boost
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200 Friendly Questions

What you need to know...

Who is this for?

👌 200 Friendly Questions is perfect for anyone looking to strengthen their friendships and make lasting memories.

👉 It’s designed for friends who feel like their conversations have become surface-level, for new friendships that need a little nudge toward deeper connections, or even for old friends who’ve drifted apart and want to rekindle their bond.

🙂‍↔️ Whether you're hosting a casual hangout or going on a road trip, this book helps steer conversations toward topics that matter, allowing you to get to know each other on a whole new level.

Why you will love it?

You’ll love 200 Friendly Questions because it adds purpose to your hangouts and catch-ups.

🌞 It turns everyday moments into opportunities for meaningful conversation, laughter, and deeper understanding.

The book’s four levels of questions allow you to tailor the experience based on your friendship—whether you’re catching up with a new friend or reuniting with an old one.

🙌 It's easy to use, fun, and leaves you with stories, inside jokes, and a strengthened bond.

Where can you use it?

Here are a few great places to use 200 Friendly Questions:

🧩 Game nights: Add a unique twist to your game nights by incorporating deep and fun conversations.

🚗 Road trips or vacations: Perfect for long drives or downtime when you’re looking for meaningful ways to connect.

🤗 Casual hangouts or sleepovers: Swap out your usual chit-chat with thought-provoking questions.

☕️ Picnics, coffee catch-ups, or any relaxed setting: Bring the book along and let the conversation flow naturally.

Anywhere you’re gathered with friends can become the setting for an unforgettable conversation.

Product description

200 Friendly Questions is your guide to forming deeper connections with friends through engaging and thoughtful conversations.

The book contains 200 questions, divided into four sets that start light and fun but lead to deeper, more meaningful topics.

Its A5 size and hardcover design make it perfect for any occasion, whether you’re at home or on the go.

The high-quality, pure white pages offer a durable, stylish feel.

Use it to break the ice with new friends or rediscover old ones, and watch your friendships flourish through shared stories and laughter.

How to use with new friends

When meeting new friends, conversations can sometimes feel a bit shallow.

🏃 If you want to fast-track the process of really getting to know someone, 200 Friendly Questions can help you break past the surface.

👉 You could say something like, “I’ve got this book with some fun questions—want to give it a try? It might be a cool way to get to know each other better.”

Start with the first set of light-hearted questions.

Whether you’re hanging out at a coffee shop or relaxing at home, the questions will help you ease into a deeper conversation.

👀 You’ll find yourselves bonding over shared interests, unexpected stories, and personal experiences that may never have come up in regular conversation.

The transformation? A budding friendship that feels more authentic and rooted in genuine connection.

How to use with close friends

Even with close friends, conversations can sometimes fall into predictable patterns.

To switch things up, bring out 200 Friendly Questions the next time you’re hanging out.

👉 Present it as a fun twist: “We know each other so well, but I bet we’ve never talked about some of these things before!”

Dive into the deeper sets, and ask the questions during a cozy night in or a road trip.

👀 The questions encourage you to open up in new ways—sharing dreams, life philosophies, or memories that you’ve never explored with each other before.

It’s not just about learning new things, but about rekindling that sense of curiosity and excitement in your friendship.

🏁 The result? A more profound understanding of your friend’s inner world and a revitalized sense of closeness.

How to use with old friends you’ve lost touch with

Reconnecting with an old friend after a long time can feel a bit awkward—especially if you’re unsure where to start.

200 Friendly Questions can bridge that gap, helping you both rediscover the bond you once shared.

👉 Suggest it casually: “I found this book with some interesting questions.

It might help us skip the small talk and catch up in a more meaningful way.”

Choose questions from the second or third set, easing into deeper topics that remind you of why you were friends in the first place.

👀 As you share memories, laugh at past stories, and open up about how you’ve grown, the conversation flows naturally and helps reignite the friendship.

The outcome? A rekindled friendship, full of laughter, deeper understanding, and a sense of having reconnected on a meaningful level.

Some question examples

1️⃣ If you could create a perfect weekend, what would it look like?

2️⃣ What’s a time when you had to stand up for what you believed in?

3️⃣ How do you think our friendship has changed since we first met?

4️⃣ If a friend confided in you about having feelings of jealousy or resentment towards you, how would you handle the conversation and preserve the friendship?

less is more

Simple design. More room for talking.

Hey, I’m Yan Holder – Founder of The Freedom Journal and The Question Books.

At the core of everything I do is a belief in the transformative power of intentional design, self-reflection, and meaningful connections.

My journey began with The Freedom Journal — a gratitude journal designed to help you step out of your comfort zone, reframe your mindset, and focus on the positive aspects of life. By tracking your progress every 30 days, you can see your growth, rewire your thinking, and experience more fulfillment. It’s more than just a journal — it’s a tool for creating lasting change in how you see and navigate your world.

From there, I created The Question Books, a series crafted to deepen relationships, foster better communication, and promote self-discovery. Whether you're looking to strengthen a romantic relationship, build stronger friendships, or get to know yourself on a deeper level, these books provide the questions that spark meaningful conversations and create lasting bonds.

What sets my brand apart is that every part of the process — from concept and design to content creation and distribution — is something I do completely on my own. I wanted to create something that reflected my passion for design and personal growth while keeping full creative control. Each product is thoughtfully designed and crafted to be a source of inspiration, personal growth, and connection.  

The idea behind my work is to help people evolve in the areas of relationships, mindset, and lifestyle, drawing inspiration from Maslow’s hierarchy of needs. I want to create tools that empower you to live a more balanced and fulfilled life, one question, prompt, or journal entry at a time.

It wasn’t a smooth path to get here. Raised in an ex-communist country, I grew up without material wealth but was given a rich understanding of life through my mother, who is a psychologist. From an early age, I’ve been driven by a desire to carve my own path and create something meaningful.

Through years of trial and error — from e-commerce to social media management, draining 9-to-5 jobs, and beyond — I learned that what truly matters is helping others unlock their potential. Every failure taught me something new, from honing my design skills to building online stores, and most importantly, finding my purpose: to lift others up by creating products that inspire growth and positive change.

So here I am, bringing it all together in these products that I’m excited to share with the world. Whether you’re seeking deeper relationships, a mindset shift, or tools to help you live more fully, I hope my creations help you on that journey.

Thank you for being here.

 

Stay creative,

Yan

Is something unclear?

Frequently Asked Questions

Can I use The Freedom Journal and The Question Books together?

Absolutely! Both products are designed to promote personal growth and deeper connections, so using them together can help you build a more fulfilling and mindful lifestyle.

How are the products made?

Each of my books is crafted with care, using high-quality materials. All journals and question books feature a hardcover design and are printed on pure white, high-quality paper for a premium experience.

Do you design everything yourself?

Yes, every aspect of the process — from the concept and design to content creation and distribution — is done by me. I’m passionate about maintaining full creative control to ensure each product aligns with my vision and purpose.

What is the philosophy behind your brand?

My products are inspired by Maslow’s hierarchy of needs, focusing on three key aspects of life: relationships, mindset, and lifestyle. I aim to create tools that help people evolve and live more fulfilling, balanced lives.

How can I purchase your products?

You can purchaseThe Freedom JournalandThe Question Booksdirectly from my website. Simply visit the product pages to learn more and place your order.

What is your return policy?

If your journal/book is damaged we will gladly send you a replacement. If it doesn't arrive within 30 business days from ordering, we will gladly send a new one. If any problems still persist, we will issue a full refund. Please contact us on support@yanholder.com.

How long does shipping usually take?

We have fulfillment centers in North America, Europe and Australia. However, due to high demand, shipping usually takes between 6 and 21 business days. Sometimes it may take more so feel free to contact us on support@yanholder.com and we'll come back to you with details on your order's status.

Is your packaging suitable for gifting?

Not yet. At this stage the packaging is very basic - just a thick cardboard wrap. Durability and access are my top priorities at the moment, but I will definitely get creative with the packaging once I have the capacity.

How can I contact customer support if I have questions?

For any queries or support, you can contact customer service on support@yanholder.com or use the chat box in the lower right corner, ensuring a prompt and helpful response.

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