Hamish McKay

Co-founder & CEO, Order Editing · 1 appearance on the record.

computed by AI from the episodes · how this works → · full disclaimer →

Hamish McKay is the co-founder and CEO of Order Editing. He develops post-purchase self-service software designed to streamline checkout processes on platforms like Shopify.

13statements → 7claims → 2claims resolved → 3.69/5average certainty → 2.15/5average debate potential → ≈4.5/5argument clarity, estimated →

2 supported 0 partly supported 0 contradicted 5 not checkable as stated how the 7 claims stand · each chip opens the sources

3 predictions · 4 assertions · 3 opinions · 3 disclosures · every statement was checked. The predictions and assertions are the 7 claims: statements the public record can support or contradict. 2 are resolved, and 5 name no date, number or outcome precise enough to check. Everything else (opinions, insights, what ifs, disclosures) can never be settled by the record, so it carries no assessment.

The record, in short

What the tape says about how Hamish argues and how the claims held up. Everything they said, and everything said about them, is in the tabs below.

Their most notable supported claim

Assertion Supported
McKay: Shopify Does Not Natively Recalculate Sales Tax on Edited Orders
“If you do it in Shopify, Shopify doesn't natively recalculate tax for you.”
Hamish McKay Jul 18, 2025 ▶ 10:13 Why Every Checkout Will Have This in 5 Years

How they sound: not measured why? →

We measure speaking style by listening to the audio itself, and a fair number needs at least 2,000 words from one person on tape we have measured. There is too little of Hamish McKay on measured tape to publish a rate. This says nothing about how they speak.

Everything Hamish McKay said on We Live to Build that made the record, most notable first. Filter by type, assessment or year in the ledger →

Prediction Not checkable as stated
McKay: Familiarity and UX will decide the winner between ChatGPT and Claude
“That's what we'll win between Claude and ChatGPT. It's like for the average everyday user, the, Six billion people or whatever it might be. What's going to be most important for them is UI, UX, and how familiar they are with it and how often they use it. So if…”
Hamish McKay Jul 18, 2025 ▶ 22:26 Why Every Checkout Will Have This in 5 Years
Opinion
McKay: Shopify would probably offer the lowest valuation in an acquisition
“But if we get to a buying circle, right, and we've engaged 20 vendors that are interested in acquiring this, and maybe there's a couple PE firms in there, I feel like I could almost guarantee that Shopify would probably give the worst valuation out of all of t…”
Hamish McKay Jul 18, 2025 ▶ 4:43 Why Every Checkout Will Have This in 5 Years
Opinion
McKay: The 'one master app' post-purchase e-commerce strategy is super unattractive
“A lot of the post purchase application strategy right now is how can I be the one master app for everything? And I don't know if I love that strategy. I kind of hate the fact that everyone is doing it. I think that makes it super unattractive.”
Hamish McKay Jul 18, 2025 ▶ 18:50 Why Every Checkout Will Have This in 5 Years
Opinion
McKay: AI podcasts will fail because humans cannot connect parasocially with AI
“They'll ultimately go and die because humans are Inherently lonely, or at least the majority of the human race would describe themselves as lonely or close to it, and they want to hear two people have a conversation and connect, and they want to connect in a p…”
Hamish McKay Jul 18, 2025 ▶ 31:29 Why Every Checkout Will Have This in 5 Years
Prediction Not checkable as stated
McKay: AI will make starting a company increasingly harder
“I think it's going to be incrementally harder to start a company. As time goes on, it's going to get harder and harder to start businesses because the barrier to entries are just becoming non-existent with AI.”
Hamish McKay Jul 18, 2025 ▶ 48:58 Why Every Checkout Will Have This in 5 Years
Prediction Not checkable as stated
McKay: In five years, every e-commerce checkout will feature order editing
“And we also had the thesis that like, if we do this right, if we execute well here and win in five years, every checkout will have it. And they're not all going to use our software, but every checkout will use this in five years time.”
Hamish McKay Jul 18, 2025 ▶ 3:20 Why Every Checkout Will Have This in 5 Years
Assertion Supported
McKay: Shopify Does Not Natively Recalculate Sales Tax on Edited Orders
“If you do it in Shopify, Shopify doesn't natively recalculate tax for you.”
Hamish McKay Jul 18, 2025 ▶ 10:13 Why Every Checkout Will Have This in 5 Years
Assertion Not checkable as stated
McKay: E-commerce merchants are actively seeking to consolidate third-party app stacks
“There's a massive, Demand right now from merchants to consolidate the amount of applications in their tech stack, the amount of third party tools. They're practically begging for it.”
Hamish McKay Jul 18, 2025 ▶ 18:05 Why Every Checkout Will Have This in 5 Years
Disclosure
McKay: I refuse to use AI for net-new idea generation
“My answer to that right now is that I try and not go to it for net new thinking. I use it as a reviewer. I use it as a summarizer, but I don't come to it for idea generation because I like to train my brain to come up with ideas.”
Hamish McKay Jul 18, 2025 ▶ 39:04 Why Every Checkout Will Have This in 5 Years
Assertion Not checkable as stated
McKay: About 1.5% of Shopify shoppers make checkout mistakes
“What we're finding in the Shopify space specifically, which has this accelerated checkout is about one and a half percent of all people will make a mistake.”
Hamish McKay Jul 18, 2025 ▶ 0:46 Why Every Checkout Will Have This in 5 Years
Disclosure
McKay: Order Editing is built intentionally for an acquisition
“We have the ambition of wanting to get acquired. That's always been the vision for this company is we're building a medium sized business.”
Hamish McKay Jul 18, 2025 ▶ 4:17 Why Every Checkout Will Have This in 5 Years
Assertion Supported
McKay: Princess Polly customer service rejects order changes within 10 minutes
“If you make a mistake on Princess Polly and you reach out to customer service, their response will be, Hey, sorry, we've already processed your order. It's about a ship in like 10 minutes, and we can't make any changes to it, but we do do free returns.”
Hamish McKay Jul 18, 2025 ▶ 6:18 Why Every Checkout Will Have This in 5 Years
Disclosure
McKay: 60% to 70% of Order Editing's software is built with AI
“Now somewhere between like 60 to 70% of our software is probably built with AI or in copilot with AI.”
Hamish McKay Jul 18, 2025 ▶ 15:02 Why Every Checkout Will Have This in 5 Years

Appearances (1)

EpisodeDateSpeaking time
Why Every Checkout Will Have This in 5 Years Jul 18, 2025 21m
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