30+ Signs Your Boss Wants You to Stay

How to tell if your boss likes you and wants you to stay?

Here are the signs you need to know:

Table of Contents

Lola Salvador Akinwunmi

Lola Salvador Akinwunmi

Career Strategist | Founder, LolaSal, Inc.

Most employees find themselves in situations where there is no camaraderie with their boss, so it’s always a welcome change when your boss likes you and the feeling is mutual.

However, it’s not always obvious that your boss likes you, so here are some signs to watch for:

They give time for great one-on-one sessions

Your boss schedules one-on-one sessions and these are productive meetings. You hear your boss talk about future goals and opportunities. Your boss listens and takes action on some of your discussion points.

Over time, you notice changes are being made based on feedback and outcome of some of these one-on-one sessions. There is an open line of communication between yourself and your boss. Communication is important in any relationship being successful.

They allow independent thinking

Your boss gives you autonomy and liberty to make decisions without having to check-in. He/she allows you to attend meetings on their behalf and isn’t micromanaging your work efforts.

They recognize your characteristics and strength as an employee

A great boss is attentive to his/her direct reports and knows their strengths and weaknesses. Your boss wants you to stay when he/she recognizes your area of strength and tailors assignments or projects to showcase your strengths and commends you.

Related: 58 Characteristics of Highly Successful People

They give pay raises

Another sign your boss wants you to stay, you get an excellent performance review and your pay raise commensurate with that feedback.

Paden Simmons

Paden Simmons

Senior Vice President, Nigel Frank International

If you’re looking for signs that your boss wants you to stay, then there’s a chance they might not want you to! That can boil down to having the right company culture in place—we always encourage our leaders to be hands-on with people and provide feedback; it’s the easiest way to ensure our staff knows we appreciate them.

They provide positive feedback

That includes the CEO of the company regularly being in touch with recruitment consultants to congratulate them personally on deals that they’ve made. Any good manager should be making their workforce feel valued through regular positive feedback.

They spend on your career development and training

There are plenty of signs beyond that, too. Is money being spent on your career development and training? Companies don’t tend to waste money on an employee they don’t see being part of their future, so if you feel like you’re stalling and have little support from higher up, it may be a sign that you aren’t valued as highly as you’d like.

One mistake I often see is employees not engaging properly during one-to-one meetings. This should be a chance to speak openly with your manager to get a clear idea of where you stand. Whether that’s areas for development or where you’re working well.

If this isn’t being fed back to you, you’re perfectly entitled to ask exactly where you stand and how they feel you’re performing. Take ownership of the situation and ask directly—it’s the easiest way to get a straight answer.

Crystal Huang

Crystal Huang

CEO, ProSky

They will be willing to invest in your growth

Your boss will be willing to talk to you about your personal career goals and provide resources to help you achieve those goals. This includes training and development programs that will help you learn new skills and knowledge to make you a better employee and a better person.

Being willing to invest in improving your ability to work shows they truly want you around for the long-term.

They will be transparent with long-term career opportunities and future promotions

They may even set up a personalized career pathway that lays everything out clearly so that you know what milestones you need to hit and aren’t left wondering when or how your next promotion will come.

They will value your input and guide your growth toward a role that suits you instead of making you conform to a position.

John Crossman, CCIM, CRX

John Crossman

CEO, Crossman & Company

They seek your opinion

When they consistently reach out to you on different topics and seek your feedback, they probably want you to stay.

They ask you to take on more responsibility

When the boss gives you more assignments, it is often a sign that they see potential in you and believe that you will get the job done.

They email you after hours

If the boss is emailing you after hours, it can be that they are thinking about you when you are not around. It can be a sign that they see leadership potential in you.

Nick Glassett

Nick Glassett

Founder, Origin Leadership

They communicate well with you

The signs that your boss wants you to stay could be obvious or subtle based on your leader’s personality, but it will always be noticeable in the way they communicate with you, both verbally and non-verbally.

Watch for cues like posture loosening up a bit or seeming to be relieved when you work together. Very often the topic of conversation will actually be about others instead of you. This is because your boss knows they can trust you and can use you for advice or just to vent!

They go easy on you sometimes

Your boss is also probably going to be easier (yes, easier) on you. You’re late, they make the excuse for you. You need off early, they don’t just say yes, they gush about how much you do for them or the team, then say yes.

Like ya all, your boss will make it easy to see that they like you if you can analyze their communication with you.

Chantay Bridges, CNE, SRES


Coach | Realtor, Los Angeles Real Estate | Speaker | Writer

They begin to show you interest

At times you’ve wondered if they even knew your name, all of a sudden, they are going out of their way to interact, respond and involve you. Literally, they are inviting you into meetings you weren’t included in before. You are being called upon for feedback. Your name even came up as a possible contender for a new role. Out of nowhere, you are the most popular person in the room.

They reward you

You have been a committed employee for several months, even years yet little to no recognition at all. Yet, now, your employer wants to reward you. He or she is making sure the entire company is aware of all of your contributions, hard work, and sacrifice.

You are presented with very high honor and it’s done public for everyone to see. In a small amount of time, you are receiving reward, after reward.

They say it

You begin to hear that the boss wants you to say even though it has not been formalized. Person after person is in your ear letting you know, you are a favorite and the boss really thinks so.

Everywhere you go around the office, pretty much, you keep hearing the same thing. The boss likes you and would love to have you around for the long haul.

Tony Arevalo

Tony Arevalo

Insurance Agent | Founder, Carsurance

Things have massively changed when we consider the employee-employer relationship in the past decade. More and more companies are realizing the importance of employee retention and they actually came to their senses and figured out how much it cost to replace an employee.

That’s why most companies are aiming towards doing their best when it comes to keeping their employees stay. If you’re an employee doubting about whether is it the right time to change jobs, these signs will tell you your boss wants you to stay:

They are challenging you

Sometimes we might feel overwhelmed by the number of tasks our boss gives us to do. It can be that they are too complex, or deadlines are extremely short – whatever the case is you might be thinking that your boss hates you. Quite the contrary, it most probably means your boss is preparing you for something greater that’s yet to come.

Also, your boss wants to test your skills when you’re pressed both with the deadlines and difficulty of the task to know how much he or she can count on you.

They hold you responsible for more things than any other person from the team

You might feel it like a huge commitment, and you will get blamed a lot for the things you didn’t actually do simply because you’re in charge. However, you will be the leader of those project which is always a nice thing to put into your resume.

They check up on you

Employers know the importance of employee satisfaction when it comes to productivity, employee engagement, and retention. If your boss regularly asks about your well-being and it’s generally interested in how you feel, then he or she wants you to stay.

Matt Edstrom

Matt Edstrom

CMO, Good Life Home Loans

They don’t shy away from coming to you with new challenges

While it can be intimidating to take on more work, especially work that is more challenging in nature, it can be incredibly daunting. However, if a boss comes to you with something bigger and/or more challenging, that is a strong indicator that they trust you enough to get it done.

A boss will never put important work on to somebody they don’t want to stay because that would provide an incentive for them to stay (depending on the person and their future goals).

A boss will always value a hardworking and trustworthy employee, so when they come to you specifically with things that could lead to career growth for them, that means that not only do they trust you, but they truly care about your growth at the company.

More feedback or constructive criticism doesn’t always equal frustration

Getting feedback can be tough for your ego, but as you climb the company ladder, you begin to understand that feedback and constructive criticism means that the boss may think you are ready to advance to the next stage of your career by taking on more responsibility.

It’s important to distinguish between actual criticism that stems from frustration i.e. work that is lowering overall productivity, low-effort work, etc. Another important thing to take into consideration is that more feedback typically comes from the boss being more attentive to the work you’re doing.

If the boss wants you to stay, they will usually be sure to sprinkle praise or some positive feedback in with the more constructive feedback.

Ben Barrett, LLMSW, CAADC

Ben Barrett

Clinical Social Worker | Founder, The How to Social Worker | Addictions Professional

They try to find out about your aspirations in life

Every boss is different in how they reach out to a great employee who they suspect is looking for other opportunities.

A good supervisor will do their homework and find out what you need in subtle ways. They will ask probing questions about your aspirations and about how happy you are. This may seem out of the ordinary if your performance evaluation is not due.

If the supervisor believes your search is due to a recent trend of high stress, they will sit you down and assess this with you. They likely will not come right out and ask you to stay, but they will give you credit for your hard work and put the focus on better times to come.

Inevitably, if you are an asset, your supervisor will attempt to retain you. If they don’t, you are making the right decision to change.

Olga Mykhoparkina

Olga Mykhoparkina

Chief Marketing Officer, Chanty

If the boss wants you to stay, it may or may not be obvious. Today, the cost of hiring is such that everyone wants to keep great performers on their team.

They will tell you directly

The first way they will let you know is – they will simply tell you without beating around the bush.

They praise your work

The second way they will show it is by praising your work, both publicly and privately. There is no better motivation to stay that having your good work praised.

They give you additional benefits

The third way is to give you some additional benefits. Whether it’s an extra day off, the ability to work remotely, a salary raise or something else, it’s a tell-tale sign that you’re doing great work and that you need to stay.

They give you a promotion

The final way is for the boss to give you a promotion into a role which is higher up in the company structure. They are telling you that they trust you with more responsibilities, and this is an obvious sign that the company needs you on their team.

Chane Steiner

Chane Steiner

CEO, Crediful

They are asking you to teach or onboard employees

Essentially, this is one of the highest compliments your boss can pay you. While it may be tempting to consider this request a sign that you are going to be replaced in the near future, it’s more likely an indication that your boss is highly satisfied with your performance.

By asking you to train or onboard new employees, they are saying that they want you to teach your particular skill set and work ethic to new people. If management considered you a liability, it is highly unlikely your boss would ask this of you.

Nate Masterson

Nate Masterson

Business Consultant | CMO, Maple Holistics

They offer bonuses, business trips, and puts you in charge of projects

If you’re wondering what your place is at a job, look out for some guaranteed signs that your boss wants you to stay. For instance, if your boss offers you a raise or a bonus, you know that you’re doing well.

Similarly, if your boss sends you on a business trip, it’s a sign that the company values you, trusts you, and wants to invest in you. Lastly, if your boss continuously puts you in charge of projects or teams, it means that your boss relies on your quality work at the company.

Polly Kay

Polly Kay

Senior Digital Marketing Manager, English Blinds

If your boss wants you to stay, they’ll work hard to create a working environment that you want to be a part of and that gives you an incentive to want to remain there and not look around for alternative roles.

Here are some of the main signs that your boss wants you to stay:

  • They’re quick to offer praise and positive feedback for your work and to reward you for a job well done.
  • They provide careful and constructive criticisms which leaves you feeling positive about the whole process and respected and valued by your boss.
  • They ask you how they can help you and support you to make your working day easier and take action when you tell them.
  • They make sure that you know you can turn to them with any problems, and actively provide opportunities for you to speak freely with them.
  • They are concerned about your work/life balance and don’t expect you to sacrifice your personal and social life to your career.
  • They seek to improve your working conditions wherever possible; whether this is by means of providing you with a nicer office, a better view, a quieter workspace, or more comprehensive benefits.
  • They recommend you for promotions and put you forward for tasks or projects that they know you will enjoy.
  • They review your salary regularly and offer increases where possible.
  • They are always willing to listen to your concerns or feedback, and actively solicit your advice and opinions on things – sometimes, even things above your paygrade or outside of the remit of your own working role.
  • They rely upon you as an integral part of the team, and someone that they would not be able to function without.
  • They may ask you outright about your future plans if you’re considering a move to another employer. You may be able to use this opportunity as a negotiating tactic to secure a raise or another advantage!

Frequently Asked Questions

What Should I Do if My Boss Gives Me Mixed Signals, but I Have Already Received a Job Offer From Another Company?

Suppose you have already received a job offer from another company, but your boss is sending you mixed signals. In that case, assessing the situation and making a well-informed decision is important.

Here are a few things to keep in mind:

Weigh your options: Consider the pros and cons of each opportunity and make a decision based on what aligns with your goals and aspirations.

Clarify your current situation: Ask your boss directly about their intentions toward you and the company. Seek clarity and get a clear understanding of their perspective.

Assess the new opportunity: Consider factors such as job responsibilities, compensation, work culture, and development opportunities.

Make a decision: make an informed decision about whether to stay with your current company or accept the new job offer.

In this situation, it’s important to prioritize your needs and make a decision that aligns with your goals and aspirations. Don’t be afraid to take the opportunity that will bring you the most fulfillment and growth in your career.

What if My Boss Wants Me to Stay, but I’m Not Happy With My Job or Salary?

If your boss wants you to stay, but you aren’t happy with your work or salary, you must address these issues with your boss. Here are a few steps you can take:

Be honest: Explain to your boss the reasons for your dissatisfaction, whether they are related to your duties or salary. Address them clearly and concisely.

Present solutions: Offer solutions to your issues, such as asking for additional training or proposing a salary increase.

Negotiate: Be willing to negotiate and find a mutually beneficial solution.

Consider other options: If your concerns aren’t addressed, consider other options, such as finding a new job or a promotion within the company.

Make a decision: Make a thoughtful decision about whether to stay or leave. If you decide to stay, ensure you’re satisfied with the solution reached and that your concerns have been addressed.

What if My Boss Wants Me to Stay, but I Feel It’s Time to Move On?

If your boss wants you to stay, but you feel it’s time to move on, it’s important to assess your reasons for wanting to leave. Here are a few things you should consider:

Career goals: Are your career goals being met at your current company? Are you looking for new challenges or growth opportunities?

Work-life balance: Is your current job affecting your work-life balance? Do you need more flexibility or a change of pace?

Personal reasons: Are there personal reasons you want to leave, such as a move or family circumstances?

Company culture: Do you feel like you fit into the company culture? Are there changes or improvements you’d like to see in the workplace?

Alternative options: Did you consider alternative options before deciding to leave? Are there other companies or jobs you’re interested in exploring?

Once you’ve considered why you want to leave, you must have an honest conversation with your boss and discuss your plans. Remember to be respectful and professional in your approach, and offer to help you through the transition process.

What if My Boss Doesn’t Show Signs of Wanting Me to Stay?

If your boss doesn’t show signs of wanting you to stay, it doesn’t necessarily mean they’re ready for you to leave. However, it’s essential to take steps to understand their perspective and find ways to demonstrate your value to the company.

Here are a few tips to help you do that:

• Seek feedback from your boss and colleagues to better understand their perspective and identify areas for improvement.

• Take the initiative and look for ways to contribute to the company. Demonstrate your skills and abilities.

• Be proactive in finding solutions to problems and look for ways to make things easier for your boss and colleagues.

• Continuously develop your skills and stay current on industry trends. Invest in your professional growth.

• Make sure your boss is aware of your achievements and the value you bring to the company. Keep them informed about your work and progress.

What Should I Do if I Feel My Boss Wants Me to Leave?

If you feel your boss wants you to leave, you must address the situation as soon as possible. Here are a few steps you can take:

Evaluate your performance: Take a look at your work and see if there are areas where you can improve. Consider seeking feedback from your boss or colleagues to help identify areas you can improve.

Ask for clarification: If you aren’t sure why your boss thinks you should leave, ask for an explanation respectfully and professionally.

Address any issues: If your boss has raised concerns about your performance or work habits, address them and show that you’re committed to improving.

Consider your options: If you’re unhappy with your current situation, you should look for other opportunities. Make sure you have a solid plan before leaving your current job.

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