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Does it matter that pen and paper dominate? How much of the business's expenses are overhead?
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I worked in scheduling and timekeeping industry for a little bit, when pen and paper is mentioned you think "oh it's just notes written, and some other things" but in reality it's literally whole departments storing everything in daily/weekly sheets/binders and it's like 20 people's job to keep it all in order and keep the ship running for next week.

When someone asks what the plan is for next week, the answer is normally, it needs to be written out, or I'll have to find this for you etc.

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Would you recommend buying a business over starting one from scratch when possible?
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Depends on the industry and your experience plus your access to capital. Sorry for the non-answer
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Depends on the industry / multiple / employees.

You want at least a year where you're systemising the owner out of the business without filling their shoes.

You'd also want some kind of break clause so you can back out if it turns out the business can’t run without the owner, or if the team won’t adapt and can’t be replaced.

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Usually... buying proven technology, and marketing lead lists is still a gamble. However, the other YC posters are correct in the "never make what you can buy" advice... if and only if there is still mileage in the product life-cycle.

In general, there are a lot of serious rules around energy and fuel industries. Rockwell and Kongsberg technology still dominate for some very practical reasons. Seeing a few small firms fail hard in the area, I would still call it a fools errand for those looking at low hanging fruit. =3

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Buy then build
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