The Right Questions To Ask An Entrepreneur, How To Support Them

An entrepreneur experiences a thrilling yet challenging journey. If you have friends who are small business owners, you’ve likely seen their highs and lows firsthand. While you might not join the entrepreneurship world yourself, there are impactful ways you can support their dreams and contribute to their success.

Most of the time, outsiders looking in want to help owners of small businesses but feel awkward knowing the right questions to ask, especially if the person is shy about sharing their new venture or afraid of sharing their challenges.

There are approximately 31 million entrepreneurs in the U.S. Compared to the working population, they account for 16% of the workforce. Many first-time entrepreneurs feel uncomfortable sharing what they’re working on, either because of imposter syndrome or because they do not want to feel like they’re bragging. Ultimately, this type of mindset prevents them from asking for help, and they are more reluctant to accept help when family or friends offer—they want to appear in control of the situation.

There are ways to support the entrepreneurs in your life. It’s all about how you approach the situation.

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Subtle Ways To Offer Help

It’s important to convey your willingness to help without implying they’re struggling or inadequate:

• “I’d love to hear more about your project. Is there a part of it you’re particularly excited or passionate about lately?” This opens the door for them to discuss aspects of their business they’re enthusiastic about, which might naturally lead to areas where they could use some input or assistance.
• “I recently came across [resource/tool/event] and thought of you. Do you think it could be beneficial for your business?” Sharing resources shows you’re thinking of them and their needs without directly asking if they need help.
• “In my experience, I found X challenging. How have you found it?” Sharing your challenges invites them to share theirs, making it easier for them to express areas where they could use advice or support without feeling singled out.
• “I’m putting together a list of contacts that might be beneficial to share. Would you be interested?” Offering your network indirectly asks if they need introductions without making them feel like they’re asking for it.

Direct Supportive Questions To Ask A New Entrepreneur

Supporting a new entrepreneur goes beyond tangible actions; showing interest in their journey can be equally impactful:

• “How did you come up with the idea for your business?” This question gives them an opportunity to share their passion and motivations.
• “What milestones do you hope to achieve in the next year?” It shows interest in their goals and aspirations, possibly offering ways you can help support those objectives.
• “In what areas could you use more support or resources?” This could identify specific opportunities for you to offer help, whether it’s through your expertise, network or other means.
• “Who has been your biggest inspiration or mentor during this process?” Understanding their influences can provide deeper insight into their vision and values.

Additional Ways To Support Small Business Owners

1. Make a purchase: buying the products or services is the most direct way to support a small business. Whether it’s a handmade craft, professional service, or anything in between, choosing to spend your money on your friend’s business can make a significant difference. Remember, every sale, big or small, counts.
2. Lend a hand: starting up often means a tight budget for new entrepreneurs. Offering your time and physical help—like assisting in setting up an office space, organizing inventory or preparing for product launches—can provide immense relief and show your support beyond words.
3. Spread the word: in today’s digital age, word-of-mouth can also mean sharing on social media. Don’t underestimate the power of sharing your friend’s business page, tagging their products or simply posting about your positive experience with their business. This simple gesture can introduce your network to their offerings, potentially leading to new customers.
4. Write an encouraging note: starting a business can be challenging and overwhelming, and your friend might need some words of encouragement from time to time. Sending them a positive message or note can make all the difference in keeping their spirits up.

Don’t underestimate your role as a friend to an entrepreneur. You play a critical part in their success. Showing up and asking, “How are you doing,” can level them up.