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5 Make-or-Break Questions that Entrepreneurs Need Reliable Answers To



For many entrepreneurs, the internet is the primary resource to find answers to everyday problems that need to be solved. Where can I hire someone to help build my website? How do I best approach potential investors? Should I be using Google Ads? Unfortunately, the majority of advice found online is either irrelevant, incomplete, or unqualified.


To uncover authoritative answers often requires hours of scrolling before you can find those rare gold nuggets among all the noise. But to answer your most important business questions - you need more than information. You need to access specialized expertise, hard-earned experience, and personalized guidance that is best surfaced in conversations with other founders.


That's why the Founders Coffee Club was created - to help founders access expertise, build strong peer relationships, and avoid costly mistakes by connecting its members to other experienced tech-forward entrepreneurs. This way, you can be sure the advice you’re receiving is based on experience, and tailored to the needs of your business. Below are some examples of the insight you can gather by working with experienced founders in our network:

What would you suggest to startup entrepreneurs who are trying to expand their business globally?

Ask the following questions:

  • What is the purpose of expanding globally?

  • What are the key objectives and targets?

  • What is the nature of their business, and what is the appeal of the new location?

  • What is budget and strategy?

  • What are the projections on the short term (one to three years) results and key performance indicators?

A good thing to do would be also to make a shortlist of the countries you plan to expand. Eventually, each country has its own rules and regulations, so take a look at the official government and trade websites for each country, you might find sections specifically about foreign business opportunities, including any incentives for your particular sector.”


What are the questions I should ask before hiring a web designer?


Good web design isn’t just about being artistic. Your site’s user interface (UI) is what determines whether visitors will stick around and keep coming back. Be sure to ask the following questions when considering a web design candidate:


  • Do you have live sites that are currently up and running that I may see?

  • Do you have references/testimonials from real people that I may see and review?

  • Do you use contracts?

  • What’s your experience level and academic credentials or training?

  • Do you provide site maintenance and security packages to make sure my site is up and running smoothly for years to come?

  • Will my website work on all mobile devices and be fully responsive?

  • How can I give you the content you need in advance so you can work more efficiently?

How do you summarize the value of your startup for a pitch deck?

Here's one way think about it:

  1. What is your customer trying to achieve / what problem do they have? (Customer problem)

  2. How have they tried solving it? What don't they like about the existing solutions? (Alternatives / competitors)

  3. Why would they use your product instead of the others? (Value proposition)

Don't worry about being incomplete or minimizing it. Your audience doesn't need to know the details right now. (The purpose of the pitch is to get enough interest for the next meeting, where you can go into more detail about whatever questions they have).

How do I find the right developer?


One of the biggest mistakes founders undertake while hiring developers is to rush the process and thus, settling for non-ideal candidates or worse. Not only will mediocre or bad developers slow down your production cycle and blow up your costs, but it is much more likely that they will only attract other B-level developers in the future. Great developers want to work in a great team - bad developers want to look good compared to the others.


During the interview process don’t be afraid to ask the developer to explain their code or any other areas that are causing confusion. A good developer will be able to explain their code and take you through their process and thinking. Furthermore, during the interview process ensure that the developer completes a live coding challenge. This challenge will make it easier to assess their skills and how they work under time pressure.




Rather than sifting through message boards, if you’re interested in connecting with other founders to get the answers you need - coordinate a quick intro with our Director of Membership to learn more.


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