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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 July 22, 2019

10 Killer Cover Letter Tips to Nail Every Interview Opportunity

10 Killer Cover Letter Tips to Nail Every Interview Opportunity

A cover letter is an introduction to what will be found in the resume. In a cover letter, the applicant is able to use a conversational tone, to explain why the attached resume is worth reviewing, why the applicant is qualified, and to express that it’s the best application the reader will see for the open position.

Employers do read your cover letter, so consider the cover letter an elevator pitch. The cover letter is the overview of your professional experience. The information in the body presents the key qualifications, the things that matter. The cover letter is the “here is what will be found in my presentation”, which is the resume in this case.

Something really important to point out- a cover letter should be written from scratch each time. Great cover letters are the ones that express why the applicant is the best for the specific job being applied to. Using a general cover letter will not lead to great results.

This doesn’t mean that your cover letter should repeat your most valuable qualifications, it just means that you don’t want to recycle a templated, general letter, not specific to the position being applied to.

Here’re 10 cover letter tips to nail every interview.

1. Take a few minutes to learn about the company so that you use an appropriate tone

Like people, every company has its own culture and tone. Doing a bit of research to learn what that is will be extremely beneficial. For instance, a technology start-up has a different culture and tone than a law firm. Using the same tone for both would be a mistake.

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2. Don’t use generic cover letter terms — be specific to each company and position

Hiring managers and recruiters can easily identify generic cover letters. They read cover letters and resumes almost every day. Using words and terms like: “your company” instead of naming the actual company, and “your website” instead of “in your about us section on www.abc123.com”, are mistakes. Be as specific as possible, it’s worth the additional few minutes.

3. Address the reader directly if you can

It is an outdated practice to use “To Whom it May Concern” if you know the person that will be reviewing your documents. You may wonder how you’ll know this information; this is where attention to detail and/or a bit of research comes into play.

For example, if you are applying for a job using LinkedIn, many times, the job poster is listed within the job post. This is the person reading your documents when you “apply now”. Addressing that person directly will be much more effective than using a generic term.

4. Don’t repeat the information found in the resume

A resume is an action-based document. When presenting information in a resume, the tone isn’t conversational but leading with action instead, for example: “Analyze sales levels and trends, and initiate action as necessary to ensure attainment of sales objectives”.

In a cover letter, you have the opportunity to deliver your elevator pitch: “I have positively impacted business development and growth initiatives, having combined two regions into one and achieving 17% in compound growth over the following three-year period”.

Never use your resume qualifications summary as a paragraph in your resume. This would be repeating information. Keep in mind that your cover letter is the introduction to your resume- the elevator pitch- this is your opportunity to show more personality.

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5. Tell the company what you can do for them

As mentioned above, this is your chance to explain to the company why you are the best person for the open position. This is where you tell the company what you can do for them: “If hired as the next (job title) with (company name), I will cultivate important partnerships that will enhance operations while boosting revenue.”

Many times, we want to take the reader through the journey of our life. It is important to remember that the reader needs to know why you are the best person for the job. Lead with that.

6. Showcase the skills and qualifications specific to the position

A lot of people are Jack’s and Jill’s of all trades. This can be a great big picture, but not great to showcase in a cover letter or resume.

Going back to what was mentioned before, cover letters and resumes are scanned through ATS. Being as specific as possible to the position being applied to is important.

If you are applying for a coding position, it may not be important to mention your job in high school as a dog walker. Sticking to the exact job being applied to is the most effective way to write your cover letter.

7. Numbers are important — show proof

It always helps to show proof when stating facts: “I have a reputation for delivering top-level performance and supporting growth so that businesses can thrive; established industry relationships that generated double digit increase in branch revenues”.

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8. Use testimonials and letters of recommendations

A cover letter is a great place to add testimonials and information from your letter of recommendations. Mirroring the example above, here is a good way to use that information:

I have a history of consistently meeting and exceeding metrics: “(Name) rose through the company and became a Subject Matter Expert, steadily providing exceptional quality of work.”- Team Manager.

9. Find the balance between highlighting your achievements and bragging

There is fine line between telling someone about your achievements and bragging. My advice is to always use facts first, and support that with an achievement related to the fact, as shown in the examples above.

You don’t want to have a cover letter with nothing but bullet points of what you have achieved. I can’t stress this enough — cover letters are your elevator pitch, the introduction to your resume.

10. Check your length — you want to provide no more than an introduction

The general rule for most positions is one page in length. Positions such as professors and doctors will require more in length (and they actually use CV’s); however, for most positions, one page is sufficient. Remember, the cover letter is an introduction and elevator pitch. Follow the logic below to get you started:

Start with: “I am ready to deliver impeccable results as (name of company) next (Position Title).

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What you know and like about the company, what initiatives, missions, goals resonate with you: “I read/listened to an interview that your Chief of Staff did on www.abc123.com. His/her statement regarding important up and coming employee engagement initiatives really resonated with me”.

Overview of your qualifications and experience: “I have a strong background in developing, monitoring, and controlling annual processes and operational plans related to community relations and social initiatives”.

Highlight/ Back up your facts with achievements: “I’m a vision-driven leader, with a proven history of innovation and mentorship; I led an initiative that reduced homelessness in four counties and received recognition from the local Homeless Network and the County Commissioner”.

Close with what will you do for the company: “As your next (job title), I am focused on hitting the ground running as a transformational leader who is driven by challenge, undeterred by obstacles, and committed to the growth of (name of company).

Bonus Advice

When applying for a job online or in person, a resume and a cover letter are standard submissions. At least 98% of the time, both your resume and cover letter and scanned via ATS (applicant tracking systems). You can learn more about that process here.

The information provided in a cover letter should be written and organized to be compatible with these scans, so that it can make to a human; from there, you want to make sure that you capture the recruiter and/or hiring managers attention.

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Featured photo credit: Kaleidico via unsplash.com

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