Traffic might not grow even after all this investment

Even after changing the server, traffic and revenues might stay the same or even fall further. Hence it is a risk

The software stack will be up-to-date

Currently because the software stack is old, we cant do further development. Upgrading the server will allow further development

It is failing because of lack of effort and investment

The webapp is going down because not enough time and effort and money is being put into it. It has been on autopilot for many years and it is still doing well in spite of it. The domain has a good reputation and Google has a good ranking for it in its search results.

It deserves a fresh shot in the arm.

Exactly what I am trying to say - why invest in a failing product?

If traffic is falling and so are revenues then what is the rationale for putting in money for a new server?

Anyway traffic is not exactly growing

Even now the traffic is not really growing. The Alexa ranking has been falling over the months, so you cant use that as argument against the new server

Will require extra time and effort for transition

After purchasing the server, we will have to put in time and effort to move the app and also the data to the new server. That will take time out of other activities which are revenue generating.

It will improve performance

Processing of audio files will be faster since the old CPU is at least 7 years behind the latest technology.

Its just a one time thing

We just to do it once, if at all. The long term liability comes down after that

Not necessary if the timing is right

The billing cycle is around the end of the month. If we pay the current bill and then immediately pay for the new server and do the transition within a week, then chances are that we wont have to pay for the old server anymore if notify the vendor at least 2 weeks before billing date.

First month of transition will require double payment

The month that we pay for the new server, we will have to pay for the old server also. That is double payment which can be unaffordable.

It will bring costs down per month

The monthly subscription amount will go down from $122 to less than $100

It will benefit the webapp

Getting a new server will benefit the web app in terms of performance and speed and the latest security patches.

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Its your acceptance that makes all the difference

i can tell you that you are not God, but the point is whether you will agree to it or not. Reality is subjective. I can tell myself I am God too. So everybody goes around telling themselves that they are God. If everybody is God then there is nothing special about being God, which means that it does not matter either ways because we are all at the same level.

What about the legal aspects?

If a self-driving car kills a pedestrain, who is to blame? The manufacturer or the passive driver?