Startups

Starting a Business? Consider Conducting Informational Interviews

  • 3 min Read
  • April 28, 2020

Author

Escalon

Table of Contents

Ever wonder how a particular entrepreneur got where they are today? How they found seed money, a target audience, or even how they found people to hire? There’s a simple way to find answers to those questions, and it won’t typically cost you more than a cup of coffee.



The method we’re talking about involves conducting informational interviews. The process involves nothing more than asking someone whether you can talk to them about the industry, their journey, or whatever other curiosity you have.

Keep in mind, however, what an informational interview is not. This is not a funding pitch, a job interview or a solicitation of clients from someone else. You’re simply hoping to glean some important lessons from someone else’s journey.

Perhaps the entrepreneur shares a story that makes you crave the entrepreneurial lifestyle, and confirms for you that you’re on the right path. In that case, great! You’re on the right track.

But suppose their description of long hours, scarce capital and supplier issues scares you away from the entrepreneurial path. No matter which happens, you’ve done the right thing by asking someone for their insight, because it has helped inform your journey.

Reach out to Multiple People



You might know exactly which entrepreneur you want to talk to about the business, but chances are strong that not every person you contact will say yes to an informational interview. Entrepreneurs are busy, and may not always have time to spare for these sessions. So reach out to multiple people, not just the one you most want to emulate. If you don’t know who might be a good fit, check out local businesses and reach out through email, or contact people over LinkedIn.

You don’t have to send a robust note — a short introduction telling them a little about yourself and that you’re considering launching a business is a good way to start. Let them know that you aren’t seeking an investment or a job, and you’d just love to hear about their story because you are a fan of their company and want to know how they got where they are. Offer to buy them coffee or lunch if they’re open to meeting you in person. If not, consider a Zoom or phone call.

Ask About the Pros and Cons



The questions you ask the entrepreneur during the informational interview are likely to vary based on what kind of information you’re seeking, but could include the following, among others:

  • What was your path to entrepreneurship?
  • How did you get your seed money?
  • How did you market your services/products?
  • Tell me about how you got your first customer.
  • What were the biggest challenges when you started?
  • What advice would you have for someone starting a business in today’s environment?
  • How has entrepreneurship impacted your family/personal life?
  • Which productivity tools have worked best for you to get everything done?
  • How did you decide when and how to hire?

Your list of questions may be different from these, but consider them a jumping-off point as you plan out your informational interview.

After the interview, be sure to follow up with a thank you email, and express your gratitude for the entrepreneur’s time. If you got all the answers you needed, it may inform your future. If you didn’t, consider reaching out to other people and getting different points of view from other entrepreneurs.

Talk to our team today to learn how Escalon can help take your company to the next level.

  • Expertise you can trust

    Our team is made up of seasoned professionals who bring years of industry experience to the table. You gain a trusted advisor who understands your business inside out.

  • Quality and consistency

    Say goodbye to the hassles of hiring, training and managing in-house finance teams. You will never have to worry about unexpected leave of absence or retraining new employees.

  • Scalability and Flexibility

    Whether you’re a small business or a global powerhouse, our solutions scale with your needs. We eliminate inefficiencies, reduce costs and help you focus on growing your business.

Contact Us Today!

Tap into the latest insights from experts in your industry

Leadership & Growth

How to Build Leadership Pipelines to Sustain Growth 

Growth often hinges on capable leadership at every level. Yet many medium-sized businesses focus on filling immediate management vacancies rather...

Read More
uncategorized

How to Avoid Operational Bottlenecks When Scaling Beyond $10M ARR 

Reaching $10 million in Annual Recurring Revenue (ARR) is a major milestone, but scaling further brings new operational hurdles. From...

Read More
Press Releases

Escalon Achieves SOC 2 Type II Compliance

April 30, 2025– Escalon Services, a leading provider of back-office solutions for startups and SMBs, proudly announces that it has...

Read More
People Management & HR

From 25 to 100 Employees: The HR Systems You Need to Stay Compliant

Moving from 25 employees to 100 is a tipping point for many businesses. What worked with a lean, close-knit team...

Read More
uncategorized

Compensation Strategies for Medium-Sized Businesses: How to Stay Competitive

Compensation isn’t just about paying people to show up and do work; it’s a strategic tool that can attract top...

Read More
Accounting & Finance

Common Accounting Mistakes That Cost Medium-Sized Businesses Millions 

Accurate accounting is the bedrock of any successful business operation. Yet, medium-sized businesses—those that have grown beyond the small-business stage...

Read More
Taxes

1099 vs. W-2: How to Ensure Compliance and Reduce Risk 

Distinguishing between independent contractors (1099) and employees (W-2) is a pivotal compliance matter for U.S. businesses. Misclassification can result in...

Read More
Accounting & Finance

Capital Raising in Spring: How to Position Your Startup for Investor Interest

Spring symbolizes renewal, making it an apt metaphor for startups aiming to secure fresh capital to fuel their next growth...

Read More
uncategorized

Spring Clean Your Payroll: Essential HR Best Practices for Scaling Startups

Payroll is more than just issuing paychecks—it’s a complex, high-stakes process that can significantly impact employee satisfaction, legal compliance, and...

Read More