I’m a month into my first leadership role, and my boss keeps pushing for quick wins, which I get, but the team I inherited has serious issues, like outdated processes, low morale, unclear goals, etc.. I feel like I’m stuck playing a game of tug-of-war. How do I get my boss on my side and on board to play the long game?

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The first thing I do in taking on a new role/new team is lay out the overarching purpose and mission of the team (the why), and the key long term goals it will deliver on (the what). Those goals should be accompanied by the actionable tasks that are needed to be completed to reach the goals (the how). The plan should be built with input from the team - either indirectly (from their general input) or directly (having 1-2 trusted and capable members working with me on it).

That plan is then presented to my direct superior to get their input and buy-in, and then to the team as a whole to ensure they are empowered to deliver.

Inherently that process allows you and your manager to address both long and short term goals and align yourselves - thus preventing (or minimizing) clashing of priorities.

Also - use the concept of “what needs to be true” for goals to be met, rather than “there are issues that mean I can’t deliver”. Work through what needs to be true to deliver those wins with your manager so they can see you’re aligned with their need to deliver them, but need support from them or at least some time and leeway to deliver. They may point out to you that there are still things you can deliver on without everything being in place - sometimes you need to figure out how to build the plane while you’re already flying it.

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Focus on your team, not your boss. Your team behind you is what will win the long game with your boss/org.

If processes are outdated, what can you do to update them? How can you involve your team in this exercise so they feel literally as a team?

If morale is low, what do you need to learn about the team to increase the morale and/or make tough decisions to relieve the team of bad apples?

If the goals are unclear, what can you do to make them well defined and crystal clear so that the team can unanimously get behind these goals?

If you’re new to the team/org, what guidance can you seek from your boss to learn more about this team/org and set them (consequently, you) for success?

You’ll emerge as a true leader if/when you tackle all these “serious issues”.

Good luck!

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While it’s good to keep the team in focus, you must be aligned with your boss.

How long have you been in the role? If you're 60-90 days in, you're at a prime time to put together a SWOT assessment of your observations. It's also worthwhile to then make recommendations on what to prioritize as far as improvements go. Once you and your supervisor have aligned on those, take a week and put together a plan for how you'll start addressing the issues, including a timeline that is realistic for you. Meet back with your boss and ensure you're both on the same page, and then set check-ins along the way to update progress. That'll demonstrate strategic thought, while also helping the supervisor understand where you're investing your time and the hurdles your encountering.

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Sounds like you need to have a productive sit-down with your boss and go over what the problems are. Tell them what your plans are for overcoming them, and then execute on those plans. It's all a matter of approaching things in an organized fashion, and if you can somehow make that clear you'll be able to get a handle on things.

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I would honestly have a very direct and honest conversation with my boss and let them know how I am feeling about the goals and timelines of everything. Sure quick wins can be great but low morale is going to create many more problems later on down the road.

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Your boss will never be on your side unless you’re doing what your boss says to do. In the garbage world we live in there is not time to play in the sand box and make nice and make people like their job or you, your only job is to get results even if you do everything half assed just check all the boxes and you’ll be fine but don’t think about what you’re doing just do it. Or don’t do it and try and be a different kind of leader bjt I’m here to tell you being a thinking person who may have good ideas and can motivate a team is absolutely the last thing corporate America can stomach right now

Maybe chunk up your long game into discrete sections so you can show progress on a shorter time frame? On goal setting and updating processes at least... morale is tough to measure and quantify, let alone put on a timetable.

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