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3 Questions to Ask Before You Quit Your Job

3 Questions to Ask Before You Quit Your Job

Just over a year ago, I quit my job to try my hand at being an entrepreneur—before I knew what that really meant. What I wanted to do was create something that matters, do work that is meaningful in some way.

This isn’t one of those success stories about quitting the corporate world to instant happiness and wealth. Far from it.

My path was up and down, up and down.

  • I got great clients, and then hit roadblocks when I lacked clear communication.
  • I hired a staff, and then downsized 100%.
  • I hated dealing with finances but then took on all accounting tasks myself.
  • I loathed standing in long lines at government offices but then learned how to do all of that online.

Hindsight is 20/20, and there are some things I just wish I had known before quitting my job. 

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Here are the three questions I wish I had asked myself before quitting my job, if only to make the transition smoother:

1. Is the market ready for my idea?

The first fear I faced when contemplating a job move was this:
What if I don’t make any money?

Leaving a job’s security is scary, but very worthwhile if done right. If you truly want to go out on your own, consider the market carefully and consistently. Chances are you have great skills you can offer clients, but you may also want to develop some kind of product offering (like an eBook), too.

Here are some questions to ask yourself about whether or not the market is ready for you:

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  • Is there a need for my service or product?
  • How much are my competitors charging for similar offerings?
  • Can I do what I want to (write eBooks or become a painter) while maintaining the lifestyle I dream of?
  • Who are my potential customers: big businesses, small businesses, individuals, athletes, moms? (The more specific you get, the better your results will be.)

Being clear on how well your ideas and plan fit into the market will help you avoid so many headaches in the future.

2. Is my idea ready for the market?

Brainstorming a new project or idea can be so much fun. It’s the creative process that feels freeing and light—it’s a direct manifestation of the purpose that drives us.

To make any idea work, however, there are some things that go past brainstorming. For example:

  • How will you price your product to achieve your goals?
  • How will you reach your potential customers?
  • Will you make money off your idea forever or just one-off sales?
  • If your customers have questions, how will you handle servicing them?
  • How will you manage expectations when you gain a new customer or project?

These are just a few issues I struggled with starting out. There are many more questions to answer in preparing your idea for the market.

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The only real way is to read, read, read and study, study, study what is out there.

3. Who can help launch my new project?

This is probably the question I missed the most in the beginning of my quest to living an awesome life out on my own. I can’t even imagine all the mistakes I could have skipped and all the connections I could have made if I had given this question the thought it deserves.
A community of peers gives an idea superpowers, launching it to success.

Once I discovered this amazing superpower, it became the most used tool in my toolset.

When I have an idea or a doubt in my mind, I turn to my small tribe of peers. I probably call on them way too much! Their input, though, is invaluable. Without their final touches, I could never have reached sustainability, freedom, and happiness.

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To enlist the help of awesome people, I reach out online just as much as in person. I’ve made great friends through Twitter, but my favorite way of connecting and collaborating with people is through events like conferences. By combining the physical and digital world, I find relationships truly thrive.

What This Means For You

If you are desiring a change in career or a new way to do meaningful work, I applaud your courage—but I also urge you to plan for the ups and downs to come. 

Like everything in life, there is a learning curve. I hope these three questions keep your learning curve from becoming too steep.

If you have any questions or comments, please share them below.

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Last Updated on May 22, 2019

50 Great People To Follow On LinkedIn, No Matter Your Industry

50 Great People To Follow On LinkedIn, No Matter Your Industry

LinkedIn is an excellent platform to network with great people to help you in your career and businesses. However, with over 575 million people on the site, who should you follow? This list will steer you to the right people to follow, organized by categories of expertise.

Job Search Experts

You will likely have several jobs throughout the course of your career, and you will constantly need advice on new trends and strategies out there in the job market. Here are the LinkedIn experts who you should follow on these matters.

1. Liz Ryan is the CEO and founder of Human Workplace. Her articles on job searching are filled with creative and colorful cartoons.

2. Lou Adler is the author of The Essential Guide for Hiring and Getting Hired.

3. Dr. Marla Gottschalk will help you make an impact in a new job.

4. Hannah Morgan runs CareerSherpa.net, where she gives expert advice on job searching and how to be more visible online.

5. Alison Doyle is the CEO and Founder of CareerToolBelt.com.

Management Experts

They say that people leave managers, not jobs. These experts in LinkedIn will help you become your employees’ dream manager.

6. Jeff Weiner. How can we leave out the CEO of LinkedIn himself?

7. Nozomi Morgan is an executive coach. She can help you transition from a boss to a true leader.

8. Mickey Mikitani is the CEO of Rakuten. He constantly shares his expertise in managing a global player in e-commerce platforms.

9. Andreas von der Heydt was the head of Amazon’s Kindle Content and now the Director of Talent Acquisition. He has extensive experience in management, branding, and marketing.

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Productivity Experts

By maximizing your productivity, you can win in all aspects of life. The following LinkedIn experts will help you win big in your career.

10. Gretchen Rubin is a happiness coach and the bestselling author of the The Happiness Project.

11. Carson Tate is the founder of Working Simply. She advises us to include play in our schedules.

12. Greg Mckeown is an essentialist. Part of being an essentialist is saying no to many things so that we can focus on the things that matter.

13. Brian de Haaff, CEO of Aha! Labs Inc. provides strategies on how to be productive and happy at work at the same time.

Marketing Experts

14. Sujan Patel is VP of Marketing at When I Work, an employee scheduling software. He is an expert in content marketing and he even shares his ideas on content marketing in 2020.

15. Megan Berry is the Head of Product Development at Rebelmouse, a content marketing and AlwaysOn powerhouse.

16. Sean Gardner will help you navigate the social media landscape. This includes how to use different platforms to help accelerate your career. He is also the bestselling author of The Road to Social Media Success.

17. Christel Quek is an digital and marketing expert. She is the VP of South East Asia at Brandwatch. Their products help businesses utilize social media data to make better business decisions.

18. Jeff Bullas is a digital marketing expert. His blog has over 4 million readers annually.

19. Michael Stelzer is the CEO and Founder of social media powerhouse site, Social Media Examiner.

20. If you’re looking for inbound and content marketing expertise, follow Dharmesh Shah, Founder and CTO of Hubspot.

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21. David Edelman is a McKinsey partner and is at the helm of the Digital Marketing Strategy Practice Department.

22. Dave Kerpen leads the social media software company Likeable Local. He is the author of Likeable Social Media: How to delight your customers.

23. Clara Shih is the CEO of Hearsay Social and the author of The Facebook Era.

24. Aaron Lee is Grand Master of Customer Delight at Post Planner. He is an excellent resource for everything social media.

25. David Sable is the CEO of Y&R, one of the largest advertising firms in the world.

26. Content marketing trumps traditional marketing these days, and who else better to lead you in this area than Joe Pulizzi, Founder of Content Marketing Institute.

Personal Branding Experts

Part of what we market in our personal career is our brand. When people hear your name, what kind of brand comes into their mind? What traits and qualities do they associate with you?

Here are some personal branding experts from LinkedIn to improve your own brand.

27. Dorie Clark is the author of Stand Out and Reinventing You. He can help you craft the professional image you’ve always wanted.

28. Dan Schawbel is the managing partner of Millennial Branding. If you’re a millennial, Dan is the guy to help you craft your personal brand.

Other Notable Experts to Follow

29. Lisa Gates is the expert to follow if you’re negotiating for higher salaries and promotions.

30. If you’re a Baby Boomer, Marc Miller will help you navigate the continually changing landscape of the workplace.

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31. To avoid getting your resumé moved to the “No” pile, read Paul Freiberger’s excellent advice.

32. James Caan provides insightful ideas on careers in general. He is also a serial entrepreneur.

33. Jeff Haden writes on various topics, such as leadership and management. He is the owner of Blackbird Media.

34. If you’re looking for expert business advice on getting new customers and keeping them, follow Jay Baer.

35. Suzanne Lucas, aka Evil HR Lady, is a great human resources specialist.

36. If you need help in using Twitter to boost your career, Claire Diaz-Ortiz can guide you in the right direction.

37. Ryan Holmes is the CEO of Hootsuite, a social media management tool.

38. Customers are the lifeblood of a business and Colin Shaw focuses on revolutionizing this customer experience.

39. Brian Solis often reflects on the future of business and how technology can disrupt our world.

40. Nancy Lublin provides advice on more lighthearted topics, which are perfect after a long day’s work. She is the CEO behind Dosomething.org, a portal designed for social change; and the founder & CEO of Loris.ai and Crisis Text Line.

41. Katya Andresen provides advice on how to manage your career. She was the CEO of Cricket Media and now responsible for the SVP Card Customer Experience at Capital One.

42. Gallup has created a system to test what your strengths are and how to use them at work. Jim Clifton is the CEO of Gallup.

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43. Adam Grant is a Wharton Professor and the author of Give and Take, which provides advice on why being helpful at work can accelerate your career.

44. Hunter Walk is a partner at Homebrew Venture Capitalist Company and has specialty in product development and management.

45. If you’re running a nonprofit organization, follow Beth Kanter for expert advice on this area.

46. Emotional Intelligence is necessary to succeed in your career, and Daniel Goleman is your expert for that.

47. Rita J. King connects science, technology and business.

48. Tori Worthington Rose is a Creative Director at Mary Beth West Communications, LLC. She has extensive experience in sales and digital media.

49. If you’re looking for some advice on how to use writing and personal content marketing to boost your career, follow Ann Handley.

50. Tim Brown is the CEO at IDEO and shares his insights on Leadership and Creativity.

These are just some of the key thought leaders and movers in various industries. They will provide you with constant inspiration, as well as the willpower to pursue the career that you’ve always wanted. Their stream of expert ideas in their respective fields will help you become well-equipped in your professional pursuits.

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Featured photo credit: LinkedIn Sales Navigator via unsplash.com

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