Taking the leap into a new job or career is a big decision, but one that nearly everyone will have to face at some point. According to the Bureau of Labor Statistics, younger baby boomers (those born between 1957 and 1964) have held an average of 11.9 jobs from ages 18 to 50. And there is evidence that millennials may end up holding even more jobs throughout their careers. A 2016 survey by LinkedIn showed that people who graduated college between 2006 and 2010 changed jobs twice as often in the first five years after graduating college than those who graduated earlier. A new year could be the right time to take the leap. But before you change jobs, there are a few things to seriously consider. To help students and alumni who are actively seeking jobs, Gretchen Jacobi, head of career services at New York City coding boot camp the Flatiron School, tells CNBC Make It that she starts by asking a few essential questions. Open-ended questions can be useful in helping job seekers assess their strengths, improve their weaknesses and determine what the next step should be. And the process of considering these questions can also help job seekers better focus their search and ultimately get what they want out of it – a job that will allow them to build on their current skills and meet future career goals. Here are three questions that Jacobi recommends everyone ask themselves before applying for a new job:

1. What would I be doing if I couldn't fail?

Is fear of failure holding you back? Answering this question can help you realize and address it. "There's a lesson in every experience," Jacobi says. Even if something doesn't go well, it can be helpful to think about what you've learned and what you can do to have a different outcome next time.

2. When was the last time I stayed up late doing something?

Passion and grit are important, and this question can help you determine where yours are focused. Then, Jacobi says, you can channel that energy into showing – not telling – the value you bring to a new job.

3. What are my career priorities?

"There's so many puzzle pieces in a job, and you can't put all of them in top priority," Jacobi says. If you get a job that has many – but not all – of the things on your wish list, knowing your priorities will help you decide if the offer is worth taking or not. Bestselling management author and CNBC contributor Suzy Welch also guides with thought-provoking questions. Before quitting a job, Welch says to ask yourself, "When was the last time I did something at work for the first time?" For those who might be feeling burned out or restless in their career, Welch says to ask yourself if you're living for the weekend. If you are, it's a clear sign that a change is in order. Remember, careers are long and will continue to evolve, Jacobi says. Having a clear big picture goal can help you connect the dots – that is, find the right steps towards that ultimate end goal.

Take a closer look at what you're doing to find a job

Another exercise that Jacobi recommends to job seekers is to write down everything they did to find a job — applications they sent out, people they spoke with, etc. — over the previous two months. "By writing down all of their job search activities, they can start seeing trends — that's data," Jacobi says. Once you have that data, you can start seeing where you might be getting tripped up along the way. For example, if you've had 10 networking coffee meetings and none of them have turned into a job referral, what can you do to change that? Maybe you need to follow up sooner, or make your requests more direct.

Gretchen Jacobi, Head of Career Services at Flatiron School Flatiron School