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Twenty years in payments: the mistakes I keep watching companies make

I am usually brought in after the decision, not before it: the account opened, the integration half built, and something quietly not working. After twenty years, the cause almost always traces back to one of five avoidable mistakes.

Marc Conway, Director  |   |  6 minute read

When it goes wrong, it is rarely because the business was bad or the provider was incompetent. It is because a complex decision got made on the few things that were easy to see, usually without a payments specialist in the room. Here are the five mistakes I watch happen again and again, and how to sidestep each one.

1. Choosing on the headline rate

The quoted price is the easiest thing to compare, so it is the thing people compare. It is also the least reliable guide to what you will actually pay. The real cost sits in the places nobody quotes: the minimums, the FX spread, the chargeback and investigation fees, the cost of an integration that takes three months instead of three weeks. I have seen a business pick the cheapest headline rate and pay more in a year than the "expensive" option would have cost, because the cheap one nickel-and-dimed everything around the edges. Compare the whole cost of being a customer, not the first number on the page.

2. Picking the biggest name for safety

There is a comfort in choosing the household brand, the logic being that nobody gets fired for it. The trouble is that the biggest providers are often the least interested in a business your size, the slowest to onboard, and the quickest to offboard a sector they have gone cold on. Size is not the same as suitability. The right provider is the one whose risk appetite actually includes you and who will still take your call in eighteen months, and that is frequently not the biggest logo in the room.

3. Ignoring the onboarding reality

Everyone sells you the destination and nobody sells you the journey. The demo is slick, the relationship manager is charming, and then you discover that going live means six weeks of document requests, a compliance review that nobody warned you about, and a go-live date that keeps moving. Time to first transaction is a number worth asking for directly, and worth being suspicious about when the answer is vague. The onboarding is not the boring bit before the real work. For a lot of businesses it is the real work.

4. Treating providers as interchangeable

Two providers can offer what looks like the same account, the same card programme, the same payout rail, and be completely different behind the glass. One will happily bank your sector, the other will decline you and never say why. One reconciles daily and holds your money to a high standard, the other does neither. Assuming they are commodities, and shopping on price because of it, is how good businesses end up with the wrong partner and a pile of unexplained declines. The differences that matter are the ones you cannot see from the website, which is precisely why they get missed.

5. Signing without understanding the exit

People read the pricing and skim the rest. Then, two years later, they want to move, and they find out what they agreed to: a notice period measured in quarters, data that is hard to extract, a migration that holds their payments hostage. The time to understand how you leave a provider is before you join one. If getting out is painful, that is a cost, even if you never use it, because it weakens every negotiation you ever have with them afterwards.

None of these mistakes are made by foolish people. They are made by busy people, judging a complex decision on the few things that are easy to see.

That is exactly the gap I was built to fill. I hold no licence and I am not a provider, so I have no stake in which way you go. My only job is to make sure the decision is made on the things that actually matter, before the account is opened rather than after it goes wrong.

This article is general information based on experience, reviewed in October 2026. It is not legal, regulatory or financial advice. 7 Seas Consultants introduces clients to licensed providers and holds no licence itself.

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