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13 Entrepreneurs Share Their Favorite Job Interview Question

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Professional success doesn’t come easy. If you want the best jobs, you have to answer the toughest interview questions. And can find them in the following guide from online CV builder resume.io. It includes 13 of the most challenging interview questions from highly successful business founders. More importantly, it shows you how to answer them.

Let’s start with an ‘easy’ one!

You need to be pretty smart to design electric cars or reusable space rockets. And that’s why Elon Musk tests potential employees with this post-grad level question:

“You’re standing on the surface of the Earth. You walk one mile south, one mile west, and one mile north. You end up exactly where you started. Where are you?”

If you’ve got some serious cerebral processing skills, it won’t take long to figure out the answer. 

(It’s The North Pole!)

But what do you do if your talents are in other areas, like people management? 

According to resume.io, the trick to dealing with complex questions is honesty. Admit you don’t know, then ask follow-up questions to help you understand the problem. This demonstrates humility, a willingness to learn, and an inquisitive mind. The best employers know these qualities are just as important as raw brain power.

Get comfortable with feeling uncomfortable

Self-reflection is hard. However, it’s something that many of the world’s most successful business people look for when hiring new staff.

Chad Dickerson, former Etsy CEO, slips this uncomfortable question into every interview:

“Tell me about a time you really screwed something up. How did you handle it? How did you address the mistake? 

Luis Von Ahn’s favorite interview question demands even greater levels of soul searching. The Duolingo CEO  challenges applicants by asking, “What would someone who doesn’t like you tell us about you?”

Both questions are meant to make you feel uncomfortable. They’re designed to test your self-awareness and ability to take responsibility for your development. 

Again, honesty is the best policy, But this is an interview, so make sure you reframe your ‘faults’ into positives. Explain how you identified them and what you’re doing to overcome them.

Don’t be afraid of a little boasting!

Roli Saxena prefers to give candidates a chance to shine.

“What are you better at than most other people? What’s your superpower, and how will it impact this company?” asks the Adroll President.

There’s a fine line when it comes to the art of self-promotion. Resume.io advises focusing on your strengths that relate to the role. And use real-world examples to back up your claims. Otherwise, you’ll just sound like a big head. And nobody likes those!

You can find more tips below. Use them on your next job finding mission. They’ll help you turn your current dream into that next big win.


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Versatile leadership involves the ability to adapt communication as per the needs of others.

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The buy-and-sell business model provides opportunities across many niches

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Businesses to start in 2024

In the dynamic landscape of 2024, starting a business that capitalizes on buy-and-sell models can be incredibly lucrative. This article explores ten different models that entrepreneurs can consider. These ventures range from real estate flipping to trading in domains and luxury items, providing a broad spectrum of opportunities regardless of your initial capital or interest area.

1. Car Flipping

Flipping cars can be a very lucrative business venture for an individual with business acumen, an eye for value, and mechanically adept at cars. It involves buying under-priced cars, restoring, and selling them for a profit. For deeper insights and opportunities in this market, refer to sca.auction.

2. Real Estate Flipping

Flipping real estate—be it houses, condos, or even commercial properties—remains pretty solid business, especially in markets where real estate values are on the way up. Investors buy properties relatively low, do rehab or renovation, then sell at a profit.

The success of the area is endowed with a huge potential spotlight, the ability to juggle various elements such as local real estate market knowledge, and efficient management of renovations.

3. Vintage E-commerce

With the advent of technology, it became easy to sell vintage or retro items over the online selling platform. Be it clothes, furniture, or even collectibles, consumers these days prefer something unique that is eco-friendly and which may have a nostalgia quotient in it. Hence, it brings the opportunity to open an e-commerce shop effectively.

4. Domain Flipping

If you have the skill to predict catchy phrases or business names that would be popular in the future, then buying and selling domain names would be a very profitable business. Register prices are available to purchase domains, which later can be sold at high prices to interested parties or businesses that wish to get an early online identity.

5. Luxury Items

One of the most promising buy-and-sell businesses is the luxury market, and what makes it very attractive is its less sensitivity towards economic downturns. Some of the common items in the luxury market include high-end watches, jewelry, and art, rare cars, all with high yields. Most times, items do appreciate, especially when they are limited editions.

6. Sports Memorabilia

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7. Sneaker Reselling

In recent years, the sneaker resale market has exploded, fueled by a commodity of scarce releases and athletic brand collaborations with a list of celebrities. Today, with operations such as StockX and GOAT, it’s really that easy to break into the worldwide market. It’s pretty easy to find your buyers and make a very good profit if you’re targeting the right trend and releases.

8. Book Flipping

Flipping rare and first editions can become a really meaningful, and yes, one more profitable, business for a book lover. Sometimes the signed ones, rare manuscripts, or those early editions of famous novels could sell for thousands of dollars, usually done by collectors or academic institutions.

9. Furniture Upcycling

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10. Electronics Flipping

Smartphones, tablets, and laptops resell at values significantly high; hence, business ensues. Buy, refurbish, and sell in better condition to appeal to budget-minded consumers looking for technology at more affordable price points. 

Overall, The buy-and-sell business model provides opportunities across many niches. Be it real estate flipping or vintage item upcycling, you can succeed in both models with market understanding and trend application. That, with careful planning and strategic investment, will throw huge financial returns for these business models in 2024.

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