When do I use から and when 以来? For example,

> 私はここで1:00以来働いています。

or

> 私はここで1時から待っています。

Does it matter? Does it ever matter (provided から is being used to mean "since
a given time")?
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word-choice
Difference in から and 以来
Yes it matters, they are two different things. It also depends if you are just
asking about から or ～てから.

The first one by itself (in the context of time) means "from/after" so

> 1時から = From 1 o'clock

～てから means "after doing" something and I could see more the question of the
difference with 以来 in this case. For example:

> 日本に来てからずっと仕事を探しています.

On the other hand, て以来 means

> since /ever since  
>  「Ａて以来、Ｂ」 B should be a continuous action, current circumstances, or a
> habit. It cannot express the future. (See more
> [here](https://hinative.com/en-US/questions/1370819))

So for example in the following sentences in the first you could use 以来 but in
the second and third you could not:

> ・去年離婚して以来、ずっと独身です。
>
> ・来週（×以来 ○以降）ずっと雨が降るらしい
>
> ・来週×以来 ○以降ずっと雨が降るらしい

More on ～[てから](http://japanesetest4you.com/flashcard/learn-japanese-grammar-
flashcard-18/). More on [以来 and 以降](http://jn2et.com/JLPT/ta-teiraiN2.html)
(that as you notice is what you should use in those cases).
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answer