this looks fun! Here's our answers for Dropdock ( http://getdropdock.com ). Critiques and feedbacks welcomed!

(1) How do you know that people want what you’re building?

We did some market research and saw a clear gap in the service for sending files.

Validate our idea by setting up a landing page with our clear Value proposition and capturing user intent

Talk about it to everyone that could be a potential user and get feedback.

2) Are you sure people want this?

Yes, most of people find sending a big file is still a pain in the ass today.

(3) How do they solve the problem now?

They use Website such as You-Send-Mega-Rapid-Crap and try to navigate between the ads and horrible UX or they both persons have to be online at the same time.

(4) What are all known existing solutions and what is wrong with them specifically?

IM: but both of them needs to be online
You-send-mega-rapid-crap: Hard to navigate, lots of ads, file size limit.
Dropbox & co: Not the most user friendly process to send files.
KickSend / Forgetbox: Trying to do lots of different things at the same time. Horrible UI / UX.

(5) Why isn’t someone doing this already?

Some people are getting into the space ( Kicksend / Forgetbox ).

(6) What’s different about what you’re doing?

We offer a simple solution with a great and easy UX.

(7) What is current IP in your field?

??

(8) How to displace existing competitors?

We have strong referal program in place ( Think dropbox ) and we thing the program plus the ease of use will displace our competitors.

(9) What are some key things that your competitors don’t understand?

people want a service that just work out of the box and isn't complicated to use / understand.

(10) What resistance will you have? How will you overcome that?

The biggest resistance will be installing a software on your computer to do something that you can currently do online.We will overcame that by offering a Web and Mobile app and allow users at the beginning to share file with non dropdock users through private link ( email / fb msg )

(11) Six months from now what is your biggest problem?

Cost control so we need to focus on optimizing our bandwith usage to reduce cost and increase our Free to Paid conversion rate.

(12) Is what you are doing viable? Why?

We have low user cost ( +- 0.2$ / month ) and we just need to achieve a 3% F2P conv rate to achieve profitability.

(13) Is your market large enough?

Yes. All the internet user are sending files.

(14) Is your market capable of sustaining a new entrant?

Yes. There is a huge opportunity right now since theYou-send-mega-rapid-crap website are shutting down due to legal issues and email service providers are still not looking to raise the 10mo / 25mo file size limit / email.

(15) Where can you expand into?

Share more then files. URL, Texts, etc between devices / users.
Files storage, but it's starting to be a crowded space with big players.

(16) Why should people give a shit?

Because its scratch one of their itch.

(17) What are you going to build first?

The x-Platform app.

(18) What do you have? How does it work?

The x-Platform app
The Android app
The Backend

(19) Have you engaged customers/users? How?

Yes,see question 1.

(20) How will you get customers/users?

Through Word of Mouth and our referral program.

(21) What do customers want?

A simple way to send files.

(22) Who is your first customer?

Freelancers and SME.

(23) Why are you the right team?

We are passionate, ambitious and aren't afraid of taking risks.
We have 2 highly competent developers who aren't afraid of learning new stuff
1 marketing / bizguy who has already work in the startup industry and have a strong understanding of the tech stuff.

(24) Why do you need all of the people on your team?

Our product has a strong emphasis on the backend ( Optimization & co ) thus we required 2 strong developers. And you always need someone to do the Customer acquisition.

(25) Why are you doing this?

Because having our own companies is always something we wanted to do and Dropdock was the perfect service to start it.

(26) Why will you succeed?

There's is definitely a need of the market of a service such as dropdock and we thing that our approach of doing One Thing Well and focusing on the simplicity of the UX will make dropdock as success.

(27) How are you going to do this?

By listening to our users and creating a simple and bug free products.

(28) How will you approach trouble spots?

Talking to experienced people in this field and think about it. Not rushing our head down into it.

(29) What are your known obstacles?

Software Installation on Desktop

(30) How will you find answers to questions you don’t know?

Reach out to experienced / competent people in the field.

(31) What do you not know yet?

What are the big players ( Dropbox, Gdrive, etc ) on the market are going to do on "file sharing /sending" in 1 year

(32) What have you learned so far from working on your project?

Doing a startup is hard work but fun :)

(33) How do you traverse in the idea space?

??

(34) What are your other idea’s?

It will take too much time to enumerate them all ;)