Joining a Startup? Here are 14 Questions to Ask the Founder to be Extra Sure


Are you considering joining a startup? 

Well, it can be an exhilarating and transformative experience.

Because, unlike traditional corporate environments, startups offer a unique blend of innovation, agility, and rapid growth. You can make a significant impact and contribute directly to the company’s success as an employee.

According to statistics, joining a startup has a 1-in-20 chance of radically changing your life[1].

The fast-paced nature of startups allows for dynamic and diverse work experiences where you can wear multiple hats and learn various skills.

Additionally, startups often foster a close-knit, collaborative culture, promoting teamwork and creativity. 

However, it’s important to be prepared for the challenges and uncertainties of working for a startup, such as limited resources, high levels of responsibility, and a need for adaptability.

For that reason, asking the right questions during your interview with the founder or interviewer will help you gain insights into the company’s goals, culture, and plans.

Questions to ask before joining a startup

Working for a startup can provide invaluable learning opportunities and the potential for personal and professional growth.

1. What does success look like for the company?

Understanding the direction the founders want to take the startup is essential. Knowing their vision of success, you can evaluate if it aligns with your goals and aspirations.

This insight will help you determine whether the company fits you well.

It also demonstrates your interest in understanding the company’s long-term plans and growth potential.

2. What’s the story behind your company?

Learning about the company’s history and the founder’s motivation for starting it can provide valuable context. It enables you to grasp the company’s journey, its core values, and the driving force behind its creation.

By understanding the origin of the company, you can assess its evolution, challenges faced, and milestones achieved.

This knowledge also allows you to gauge the passion and commitment of the founders, which are crucial factors in the success of a startup.

3. Can you tell me more about the founders’ backgrounds and experience?

The founders play a crucial role in the success of a startup. Researching their backgrounds and understanding their experience will help you assess their credibility and expertise.

Additionally, gaining insight into their vision for the company will allow you to determine if their goals resonate with you. Consider their track record, industry expertise, and ability to inspire and lead a team.

Believing in the founders’ vision is important as it will influence your commitment and motivation to contribute to the company’s success.

4. What is the company’s stated mission?

Knowing the company’s mission statement is essential to evaluate its purpose and the impact it seeks to make. It provides a peek into the company’s values, target market, and overarching goals.

A well-defined mission statement reflects a clear sense of direction and helps guide the company’s decisions and strategies.

Aligning your personal values with those of the company will contribute to a more fulfilling work experience.

5. What are the company’s values? How do they reflect on the culture?

Understanding the company’s values and culture is vital to determine if it aligns with your own beliefs and working style.

Consider asking about the company’s core values and how they are embodied in its daily operations. This will provide you with insights into the company’s work environment, employee relationships, and the importance placed on collaboration, innovation, and transparency.

Assessing cultural fit is crucial in determining whether you will thrive and be able to contribute effectively to the startup’s growth.

Tip: Delve deeper into the significance of company culture, and discover how a strong culture can shape the success of a startup.

6. What is the biggest risk to the company?

Awareness of the company’s risks is important for evaluating your comfort level and ability to handle uncertainty.

Startups operate in a dynamic and highly competitive environment, and understanding their potential risks is crucial.

By asking this question, you can gauge the company’s risk management strategies, ability to adapt to changes, and overall resilience. Assessing and aligning your risk tolerance with the company’s risk profile is essential in making an informed decision.

7. What’s the current runway, and what are future funding plans?

Understanding the company’s financial situation and future funding plans is imperative to evaluate its stability and growth potential.

The runway refers to the time the company can operate without additional funding. 

Knowing the current financial position will help you assess the company’s ability to sustain itself and continue its growth trajectory. Additionally, gaining insight into the future funding plans will give you an understanding of how the company intends to finance its operations and expansion.

This information will contribute to your assessment of the company’s long-term viability and your potential for career growth within the organization.

Tip: Dive into the World of Startup Funding. Explore the different funding rounds and how they shape a startup’s growth.

8. What’s the leadership style like at the company?

In a survey of leaders worldwide, democratic, affiliative, and charismatic leadership styles account for 86.3% of the styles for leaders[2]. 

Knowing the leadership style prevalent within the company is essential for determining if it aligns with your preferences.

A startup’s success heavily relies on effective leadership, and the leadership style sets the tone for the company’s culture and work environment.

Consider asking about the decision-making processes, communication channels, and employee empowerment. Assess whether the leadership style promotes collaboration, encourages innovation, and supports personal and professional growth.

Finding alignment between your own work style and the leadership style will enhance your job satisfaction and productivity.

9. Which competitor is leading the industry and how?

Having knowledge of the competitive landscape allows you to assess the company’s position in the market and its potential for growth. By asking about the competitors, you demonstrate your interest in understanding the industry and the challenges the company faces.

This question provides insights into the startup’s market positioning, its unique selling points, and areas where it may need improvement.

Understanding the competitive landscape will help you assess the startup’s competitive advantage and its potential for long-term success.

10. Where do you see the company in 5 years?

Understanding the long-term goals and aspirations of the company will help you gauge its growth scope and your potential career trajectory within the organization. By asking this question, you can gain insights into the founder’s vision for the company’s future, they way they have planned things out and the strategies they have in place to achieve their goals.

This information will allow you to assess whether the company’s vision aligns with your own plans and ambitions. Additionally, it demonstrates your interest in contributing to the company’s growth and being a part of its journey.

11. What significant challenges have you faced when working on this startup?

Learning about the company’s approach to challenges provides insight into its problem-solving capabilities and resilience.

Startups often face numerous hurdles along their journey, and understanding how the company handles these challenges is crucial.

By asking this question, you can gain insights into the startup’s ability to adapt, innovate, and overcome obstacles. Assess whether their approach aligns with your own work style and ability to handle adversity.

This information will help you evaluate if you are comfortable with the company’s approach to overcoming challenges and if it fits your professional aspirations.

12. What is the industry/niche you cater to?

Understanding the industry or niche that a startup operates in is crucial for evaluating its potential for success and alignment with your own interests. During your interview, ask about the specific industry or niche that the startup caters to. This will provide you with insights into the market dynamics, competition, and growth opportunities.

It will also help you assess whether you have a genuine interest and passion for the industry, which can contribute to your job satisfaction and long-term commitment to the company.

13. How does your ideal customer look like?

Gaining clarity on the startup’s target audience and ideal customer profile is essential for understanding its market positioning and growth strategy.

Ask about the characteristics and demographics of their ideal customer. This information will enable you to assess whether the company’s target market aligns with your own expertise, interests, and ability to contribute effectively.

Understanding the startup’s ideal customer will also provide insights into its marketing approach, product development, and customer acquisition strategies.

14. Where do I fit in achieving the company’s goals?

During the interview, it is important to inquire about your potential role and responsibilities within the startup. Ask the founder or interviewer how they envision your contribution to achieving the company’s goals. This will help you understand the specific tasks, projects, or areas where your expertise and skills will be utilized.

Additionally, it will provide you with a clearer picture of the expectations and performance indicators associated with your role.

Understanding your position within the company’s goals and strategies will help you assess your potential for growth and impact within the organization.

Final Thoughts

Asking these questions during your interview will indicate your genuine interest in the startup and your desire to make an informed decision.

You will often be expected to match the dedication of the founders. You’ll probably be asked to give 150% if they do.

In most startups, employees are expected to contribute a lot.

By asking these questions, you will gather the necessary information to evaluate if the startup fits you and increase your chances of finding a fulfilling and successful career path in the startup ecosystem.

1 thought on “Joining a Startup? Here are 14 Questions to Ask the Founder to be Extra Sure”

Comments are closed.