Lucky You: How To Decide Between Multiple Job Offers

I recently found myself needing to choose between multiple job offers. I couldn’t be happier that I chose ClickUp and want to help others navigate this common dilemma!

Naturally, having to choose between job offers is one of the better problems possible. However, that fortune doesn’t discount the fact that it is often just as stressful as not receiving any offers at all! Let’s delve into the ways you can solve this predicament should you ever end up in it (and we certainly hope you do!):


1. Ask the right questions.

  • This is arguably the most important part of the entire decision process. It can be very difficult to figure out what questions to ask. You need to first delve deep within yourself and figure out exactly what matters to you, employment wise. Be it the compensation, culture, or growth opportunities you need to figure out what’s important to you so that you can figure out whether each company offers what you’re looking for. Plan your questions in such a manner that will ensure you truly figure precisely out what the company has to offer you.
  • Write down your questions. When the hiring manager calls you to discuss your offer, don’t hang up the phone until you have a satisfactory answer to each of your questions. You should be able to get a feel for whether the recruiter knows what they’re talking about, or they’re just trying to sweet talk you into accepting the job. If you sense the latter, you should take this as a big red flag and do more research into the company.
  • I always default to asking the companies why I should choose them. Remember that the job search is a mutual process. You have to impress companies, but it’s equally important that they impress you! If a company truly offers an excellent work-life, they should be able to answer this question with ease.


2. Ask the opinion of your closest friends or family.

  • Sometimes, you can’t see the whole picture when you are the one trying to make a decision. Ask your closest friends or family what they think. Family, especially older family, usually has a much better read on the work force than yourself. If someone’s been working for years, they’re bound to have quite a bit of extra knowledge. My dad once told me that a certain company I was in the final stages of interviews with had fake Glassdoor reviews, and he convinced me not to work there. Fast-forward a few months, all my friends who worked there had quit! Oftentimes your friends and family know better than you do!


3. Look for signs of a good manager.

  • During your interview process, you should have met with your potential manager. Make sure this is someone you’ll be able to get along with, because this is the person who will determine your future at the company.
  • An excellent manager credits his team for the company’s successes. If the manager is constantly emphasizing his own success but not his team’s, it is likely that you will have a hard time getting recognition for your good work at the company.
  • Look for kindness and understanding during the interview process; if they treat you well throughout the interview, they will likely keep up this trend when they’re your boss.
  • Be wary if you do not get to meet your potential manager at all during the process. Some companies are so big that employees almost seem disposable. Your potential boss should make meeting you a priority. If he doesn’t make time for this, you have to ask yourself how often this company is filling your position. If they are constantly having to refill your position after someone leaves, this is a huge red flag.


4. Check out each company’s Glassdoor reviews.

  • You probably did a quick Glassdoor check before you even applied! Now is the time to head back to the website and read as much as you possibly can. Glassdoor is an excellent tool for finding out almost anything about a company.
  • Be wary if the reviews sound too good to be true. Let’s face it– almost none of us would rate our first job a perfect five stars. Entry-level jobs are often boring and the pay is too low. You should be extremely suspicious of any company that receives a near-perfect rating for entry level jobs. This isn’t realistic and such companies have been known to force their low level employees to write reviews for them. I’ve noticed this is especially prevalent in large corporations. Startups offer far more autonomy so no jobs are truly “entry-level”.
  • Use this tool to make sure your compensation offer in within the normal range (or higher!), see what other employees say about the benefits, and read reviews to get a feel for company culture.
  • Make sure the job description matches what employees say about the the job itself. I’ve seen many cold calling jobs disguised as marketing. Make sure you know exactly what you’re getting into!
  • I had a hard time finding ClickUp’s Glassdoor reviews (since they’re under Mango Technologies), but once I did it confirmed by beliefs that ClickUp was going to be an amazing place to work!


5. Ask for more time if you need it.

  • Companies want to keep their pipeline moving, but if they really want you they should be understanding if you say you need more time. They should be stoked because you asking for extra times gives them a chance to convince you why you should accept their offer!
  • Don’t take so much time to the point that it becomes rude. If you’re really unsure about a company, then there’s probably a reason for that!
  • Never accept an offer if you think you might retract it. It’s far better to ask for more time, because a retraction will damage your professional reputation and could come back to haunt you in the future.


6. In the end, go with your gut!

  • Your intuition should help you choose a job. You probably got a good feel for the companies during your interviews. In the end, choose a job where you know you’ll grow, as long as the compensation is enough to get by. You usually know better than anyone what will make you happy, so take your time making this life changing decision.


The overarching theme is clear here: it’s important to do your research before accepting any job offer. Just follow these six simple steps to make your decision:

  1. If you are unclear on anything, don’t be afraid to ask. You should know exactly what you’re getting into before you accept an offer. Plus, the more you know, the less anxious you’ll be your first day on the job.
  2. Consider all options, and don’t forget that benefits and work culture can be just as important, if not more so, than compensation itself.
  3. Dig deep and figure out what is most important to you, and assess each job based on that criteria.
  4. Ask the opinions of friends and family, but remember your values may be different than theirs, so don’t fret if you have different opinions.
  5. Don’t forget that it’s a two way street and you are judging the company, just as they are assessing you!
  6. You probably already know in your heart which job is best for you, so go with your gut and enjoy your first day on the job!

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