Why does organising group plans feel like a second job?

Organising group plans often feels stressful because one person ends up coordinating the booking, fronting the money, and chasing everyone else to pay them back. The problem is not the event itself, it is everything that happens after payment.

Group payment tools are designed to remove this friction by splitting costs at the moment of purchase rather than relying on manual repayments later.

Why does chasing friends for money feel so uncomfortable?

If you have ever paid for concert tickets, booked accommodation, or covered a group dinner, you probably know the feeling. The event was great, the experience was worth it, but the week afterwards becomes an endless series of reminders.

Can you send me your share? Did you get my bank details? What was my amount again?

It turns out this is incredibly common. In our December 2025 research of 300 people who regularly organise group purchases, 74% said they dislike chasing friends for money and 68% said asking people to pay feels awkward or embarrassing. The issue is not usually the money itself, it is the social pressure attached to asking for it. Many people would rather avoid the conversation entirely than risk making things uncomfortable with friends.

Why do people stop organising group activities?

Many organisers eventually decide it is not worth the effort. The planning is manageable, and the booking is manageable, but the repayment process is what creates frustration. When one person is responsible for collecting money, tracking payments, and following up with friends, future plans start to feel more like admin than fun.

31% of group buyers have missed out on something they wanted because the group took too long to confirm. Over time, the organiser quietly steps back, and the result is fewer organised trips, fewer group experiences, and more plans that never quite happen.

What is Split with Maytes?

Split with Maytes is a payment option that allows groups to split costs at the point of purchase. Instead of one person paying everything and collecting money later, each participant pays their share directly. The organiser selects Split with Maytes at checkout, a temporary hold is placed on the total purchase amount, and friends receive a secure PayLink and pay their share using Apple Pay, Google Pay, or card. Once all mates have paid their share, the hold on the organiser's card is released in full.

The same principle can also be used for a wide range of shared expenses, group dinners, weekend trips, event tickets, house expenses, and shared activities.

Wherever one person would normally front the cost and chase everyone else later, Split with Maytes moves that process to the moment of purchase.

How is this different from Splitwise or Venmo?

Splitwise helps track who owes what, but you still need to collect the money yourself. Venmo allows money to be transferred between people, but the payment still happens after the purchase. Maytes is designed to move the payment process to the moment of purchase so the organiser is never left carrying the cost while waiting for everyone else to come good.

Practical takeaways

• ✓Chasing friends for money is a common social problem.
• ✓Most organisers are carrying more financial responsibility than they realise.
• ✓Group plans often fail because payment coordination becomes difficult.
• ✓Splitting costs at the point of purchase reduces the need for reminders and repayments.
• ✓Removing organiser friction makes group activities easier to organise.