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Gleb Tsipursky


Five Steps to Making Wise Career Decisions

A non-gut-based approach to evaluating your career choices

Published: Wednesday, June 1, 2022 - 12:03

Covid-19 has disrupted many areas of our lives, including our careers. Fortunately, there are steps you can take to strengthen and secure your career during these uncertain times.

Due to the devastating effect of the pandemic on the restaurant industry, one of my coaching clients, Alex, who served as the chief operating officer (COO) in a regional chain of 24 diners in the Northeast U.S., wanted to explore switching her career to a different industry.

Alex turned to me as her executive coach and asked for my guidance. I recommended a five-step decision-making process that helps address some the biases that might affect her decision, and coached her through the process to help her make the wisest and most profitable decision.

Step 1

Identify the need to launch a decision-making process and gather relevant information from a wide variety of informed perspectives on the issue at hand.

Alex had already decided to evaluate the decision to switch to another role and industry, so we were able to proceed with this step immediately. I asked her to gather information from a wide variety of people with relevant perspectives.

Step 2

With the data gathered, decide on the goals you want to reach and develop clear decision-making process criteria to weigh the various options of how you’d like to get to your vision. Rank the importance of each criterion on a scale of 1 (low) to 10 (high).

With the data she had on hand, I asked Alex to come up with a list of critical goals that would address underlying issues as well.

Among the goals identified were:
• To make sure that, within a year, she had a role that would pay her at least 75 percent of the salary that she was getting as COO of the restaurant chain, whether by staying at the chain or switching to another industry, per her accountant’s guidance
• To ensure that she had substantial room for career growth if she did make the switch
• Alex wanted to step into a role that was conducive to innovation.

Alex then came up with a number of criteria relevant for the switch and ranked them on her priorities, with 1 at the low end and 10 at the high end:
• Salary in a year (8)
• Innovation opportunity (5)
• Room for growth (6)
• Stability for the industry and the company in the foreseeable medium- and long-term future (7)
• Ease of transition (5)

Step 3

Generate a number of options that can achieve your decision-making process goals. Go for five options as the minimum. Weigh these options, picking the best of the bunch. When weighing options, beware of going with your initial preferences.

Initially, Alex listed just one option for switching: It was obvious that she was already leaning toward the food delivery industry. However, I convinced her to add four more options so that she would have five at the minimum. She took a bit more time deliberating and finally came up with five options:
• Stay in her current position
• Food delivery industry
• Meal kit industry
• Food processing industry
• Grocery store industry

At this point, Alex was still leaning toward her favored option, which was to shift to the food delivery industry. However, I cautioned her to consider each one carefully. We went together through each option, and she ranked each option on each criteria variable. To do so, we made a table with options on the left and variables on the top. Then, after ranking each option on the relevant criteria, we multiplied the ranking by the weight of the criteria.

Alex was surprised that the grocery store option came out as the best option. That’s because grocery stores boomed due to the pandemic and were hiring both workers and executives left and right, and the post-pandemic recovery looked like a good time to be in that industry as well.

Step 4

Implement the option you chose.

First, imagine that the decision completely fails and brainstorm for the reasons for the failure.

Next, consider how you might solve these problems, and integrate the solutions into your implementation plan.

Then, imagine the decision succeeded. Brainstorm all the reasons for success and integrate these in the plan as well.

Alex imagined that the switch to the grocery store industry failed because of her lack of a proper network to source for job opportunities and her unwillingness to step down to a lower-ranking role.

To address these, she decided to spend a month growing her network so she could make new contacts. Alex also decided to get in touch with former colleagues and mentors who had stepped down from top leadership roles to get their insight on what they learned from the experience.

Finally, when she imagined that the decision to shift to a new role and industry was a success, she determined that this was largely due to her efforts to efficiently transition to her new role and industry by building new core skills. 

Step 5

Evaluate the implementation of the decision. Develop clear metrics of success that you can measure throughout the implementation process. Check in regularly and revise as needed.

Alex was able to successfully shift industries. Within six weeks, she was able to get into a large grocery chain as senior vice president of prepared foods. Although it was a step down from her role as COO, she was able to get a compensation package that was 85 percent of what she received as COO in her former company, owing to the fact that she had joined a much larger organization in a booming industry.

She decided on the following as her metrics of success: 
• Expand her network by adding six contacts per month specifically from the grocery store industry
• Identify and work on four core skills that she needed to thrive in her new role and industry
• Develop mentors within this new industry 


Changing jobs or even industries during this post-pandemic recovery might be critically important for achieving your career potential. Use the best decision-making steps so that you and your career can thrive, not just survive.


About The Author

Gleb Tsipursky’s picture

Gleb Tsipursky

Dr. Gleb Tsipursky helps quality professionals make the wisest decisions on the future of work as the CEO of the boutique future-of-work consultancy Disaster Avoidance Experts. He is the best-selling author of seven books, including Never Go With Your Gut: How Pioneering Leaders Make the Best Decisions and Avoid Business Disasters and Leading Hybrid and Remote Teams: A Manual on Benchmarking to Best Practices for Competitive Advantage. His cutting-edge thought leadership has been featured in more than 650 articles in prominent publications such as Harvard Business Review, Fortune, and USA Today. His expertise comes from more than 20 years of consulting for Fortune 500 companies from Aflac to Xerox and more than 15 years in academia as a cognitive scientist at UNC-Chapel Hill and Ohio State. Contact him at Gleb[at]DisasterAvoidanceExperts[dot]com, Twitter@gleb_tsipursky, Instagram@dr_gleb_tsipurskyLinkedIn, and register for his Wise Decision Maker Course.