Melissa Evans
Content Writer
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"People may forget what you said, but they'll never forget how you made them feel." When it comes to great bosses, this line absolutely rings true. Years from now, you probably won't remember every meeting or deadline, but you'll remember the manager who believed in you, celebrated your wins and made work feel a little more human. Here are five things the best bosses usually do.
By Melissa Evans
Last updated on
If you've worked long enough, you've probably had at least one boss that made the experience worthwhile. But their defining qualities are likely not their impressive resume or iron fist…no, it’s something else entirely, and we’ll give you a hint. It comes down to how they make people feel.
"People leave managers, not companies." It's one of the most quoted sayings in the workplace, and for good reason. A great boss can shape your confidence, your career and even whether you enjoy coming to work on a Monday.
So what do the best bosses usually have in common?
Work is where you spend a huge chunk of your life – but that doesn’t mean you’re programmed to be a workaholic robot with no outside interests beyond upskilling and volunteering with Angela and Phyllis for the Party Planning Committee. The best managers never lose sight of the fact that everyone has a life outside the office; family, friends, commitments and hobbies.
Sometimes that means flexibility, sometimes it means checking in. It’s that human element that often makes a big difference between feeling like you work for robot overlords and feeling like you work for an actual human.
There's a particular type of manager who finishes a successful project by thanking their team, rather than boasting. Great leaders understand that recognition grows when it's shared – they're generous with praise, quick to celebrate others and comfortable stepping out of the spotlight. It might not seem to line up with the grand image society has built up around leaders, but humility is the true hero of the workplace.
Make no mistake, humility doesn't mean being quiet or lacking confidence – in great managers, it usually looks something like listening, admitting uncertainty and giving credit where it's due.
Those leadership qualities aren't just nice to have – they're backed by research. A 2023 meta-analysis found that humble leadership is strongly associated with higher employee satisfaction and greater trust in leaders, highlighting that employees working for such leaders reported higher levels of engagement, job satisfaction and creativity.
Sure, everyone loves to watch Meryl Streep do her thing in the Devil Wears Prada – but no one actually wants a boss like that. When a leader is willing to say, "I don't know the answer to that one. What are your thoughts?" it gives everyone else permission to learn, speak up and keep improving too.

This is the one people remember – it’s not all about having the best parties or the funniest meetings (has anyone ever said that?). The best bosses usually made people feel like they mattered.
What does that look like? Showing up for the little things:
The best bosses understand that recognition isn't just something you do once a year, it's part of building a workplace where people want to be.
Every great workplace has one thing in common – people aren't afraid to say, "I don't know,” or, "Can you help me?"
The best bosses create environments where asking questions isn't seen as a weakness or an annoyance. They know that's how people learn, improve and eventually become the person answering those same questions for someone else. It’s also the easiest way to prevent major issues that all started because an employee was scared to ask a clarifying question.
As we mentioned earlier, the best bosses themselves are also comfortable asking questions and admitting when they don’t know the answer! So it’s no surprise that these bosses also make it safe for the team to come forward with questions too.
The best bosses don't save recognition for annual reviews or company-wide announcements, they notice the everyday victories. Whether it’s the employee who helped a teammate on their presentation, a smaller project that almost went unnoticed or a successful project from someone who's been building confidence for months.
Recognition doesn't always need to be about the major events, sometimes a pat on the back at the right moment sticks with someone for years. The best bosses know this, and they know how significant those little achievements can be – because they know their team.
Great managers often have absolutely no idea they've had such an impact – they’re just following their moral compass.
From a quick reassuring conversation before a presentation or the encouragement after a mistake to the recommendation for a promotion or the flexibility during a difficult season of life.
To them, it was just another day at work. To you, it became a permanent memory of a great boss.
That's why people often remember their manager long after they've forgotten the project.

A thoughtful message of appreciation from everyone on the team often says more than an expensive gift ever could. For managers who spend most of their time recognizing other people, hearing those words can be surprisingly meaningful.
If you've been lucky enough to work with a manager who embodies these wonderful leadership qualities, Boss's Day is the perfect opportunity to let them know. A GroupTogether Boss’s Day card makes it easy for everyone on the team to share stories, memories and messages in one place – with absolutely no limit on contributions.
And if you'd like to include something extra so your boss can treat themselves, the AnyCard lets the whole team contribute towards a flexible eGift Card your manager can choose how to spend.
Yes, the best bosses usually don't expect recognition – but that’s all the more reason they deserve it.
Melissa Evans
Content Writer
Ali + Julie
Co-Founders, GroupTogether.
Life’s busy. That’s why we’re here to make it easy for you to collect money from a group. Less wasted time, less packaging waste, and spending a little less but giving a lot better!
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Boss's Day A-Z: A Complete Guide to Cards, Gifts and Zero Awkward Slack Threads
How To
The Easiest Way to Organize a Team Gift for Your Manager
Gifting Tips
The Most Awkward Boss's Day Gifts Ever Given (And What to Do Instead)
Gifting Tips
The Managers People Never Forget – and Why
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