Have you ever googled “Monday after a long weekend” memes? They’re hilarious. Some imply that you feel like Rocky Balboa after he lost the fight against Apollo Creed. 

When you start your Monday, you have a to-do list as long as your golf club that you so happily swung during the weekend. And your zero unread email count is a distant memory. 

On Monday, not only do you have a full week of responsibilities ahead of you, you also have a long weekend behind you — where you did everything you possibly could to forget all about your work responsibilities. 

Wouldn’t it be great to have a tool that can help you get over the hump quickly? When we are in these situations, we look for help to get us back on track. 

Organize the chaos. Your product can come to the rescue, like a digital buddy.


Not every product will come to the rescue on a Monday morning. But you have to find that Monday morning kind of rescue for your user, when the problems you want to solve for your user are the biggest. Where can you come in and provide massive value?

Find that time of the week or circumstance for your users.

Don’t ask them about their problems. Ask them about the situation they are in right before turning to your product. Find those moments. 


For my current product, Monday morning worries are a goldmine, and I will keep asking for them in every one of my user interviews.

You want to understand exactly how they feel, what their worries are, and how you can help with them.

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Apply it to your users' situation. For Monday morning you can ask questions like:
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What do you wish you knew when walking into the office on Monday morning?

What is the first thing you do at your desk after a long weekend?

What defines your priorities?

What are you doing about them?

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‍I love open questions. They can open up a long back and forth and lead to more questions.

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As a bonus, if you get them used to the thought that your product comes in as a helper in those situations, you have the power to create a habit loop — you know, the subconscious needs that lead us to do the things we do. 

Find that angle for your product. What worry or worries would trigger the need for your product? Exactly when do you want them to think about your product to help them out? Monday Morning might be a good time.

Users focused on problems they need to solve and how my product can solve them will usually ask me, “So when does this come out?” 

I like that response. It’s a good sign.