7 Ways to Improve your Relationship With your Boss
- Martin Hill
- 2 days ago
- 4 min read
How important is your relationship with your boss? A Gallup survey found that managers account for 70% of the variance in team engagement and that a poor manager relationship is the number one reason employees leave their job.

When you’re a mid-to-senior level professional, your relationship with your boss is no longer just about completing tasks or hitting KPIs. It’s about alignment, trust, and mutual influence. Navigating this dynamic well can open doors to growth opportunities, stronger visibility, and even greater strategic input. But if neglected, it can quietly erode job satisfaction and career momentum.
Why you need to improve your Relationship With Your Boss Matters at Mid/Senior Level
At junior levels, performance speaks loudly. But as you climb the ladder, how well you manage relationships becomes just as critical. Your boss is often the gatekeeper to promotions, stretch assignments, and executive visibility. They advocate for you in rooms you’re not in.
A strong relationship ensures alignment on expectations, smoother collaboration, and quicker conflict resolution. It also builds resilience when business priorities shift, because trust has already been established.
1. Understand Your Boss’s Priorities and Perspective
Start by understanding what keeps your boss up at night. What are their top pressures from leadership? What metrics define their success? If you can align your efforts to help solve those challenges, you immediately shift from task executor to strategic partner.
Ask questions like:
"What does success look like for you this quarter?"
"Are there blind spots or risks I can help mitigate?"
"What’s something I could take off your plate?"
Seeing the world through their lens builds empathy and sets a foundation for better collaboration.
2. Adapt to Their Communication and Working Style
Managing up means meeting your boss where they are. Some leaders prefer a weekly email summary; others want real-time Slack updates. Some want you to lead with big-picture thinking; others prefer details first.
Not sure? Schedule a “working style” conversation:
How do they like to receive updates?
What are their pet peeves in communication?
How do they prefer to give and receive feedback?
This single conversation can remove friction and prevent months of misalignment.
3. Be Proactive & Prepared: Managing Up Effectively

Don’t wait to be told what to do. Come to 1:1s with a clear agenda, updates, and roadblocks. Anticipate questions. Offer solutions, not just problems.
One simple tactic: end each week with a recap email. Include wins, pending issues, and what’s coming up next. It keeps your boss in the loop without micromanagement and shows initiative.
And when offering upward feedback, be thoughtful. Phrase it in ways that show alignment and curiosity:
“Would it help if I handled X differently in future meetings?”
“I’ve noticed we’re both juggling competing priorities, could we align on what to prioritise this month?”
4. Build Trust by Surfacing Issues Early and Offering Solutions
Don’t sugarcoat delays, miscommunications, or conflicts. Instead, surface them early with a mindset of resolution. Senior leaders appreciate transparency, especially when paired with a solution.
For example:
“We’re tracking behind on this deliverable. I recommend we scale scope by 15% or reallocate one resource. Which approach aligns best with your priorities?”
Owning issues early positions you as accountable, not avoidant a trait every strong leader values.
5. Elevate the Relationship: From Manager to Strategic Partner
With trust and communication in place, you can elevate the dynamic. Start bringing strategic ideas to the table. Offer feedback from the team, market trends, or process improvements.
This is particularly valuable in senior roles, where leaders rely on trusted lieutenants.
Position yourself as someone who doesn’t just execute but advises. Share insights that help your boss succeed in their goals.
Support them publicly; disagree privately. Loyalty and discretion go a long way.
6. Timing and Tactics: Small Gestures That Make a Big Difference

Sometimes, small consistent actions strengthen relationships more than grand gestures. Show appreciation. Send a thank-you note after receiving support. Recognise their wins publicly when appropriate.
Also, protect their time. If you can solve something without pulling them into a thread, do it. If you’re unsure whether to escalate, ask, "Is this something you’d like visibility on or want me to handle quietly?"
These micro-interactions create a foundation of mutual respect.
7. When Things Go Off Track: How to Recalibrate the Relationship
Every relationship hits bumps. If you sense tension, silence, or disengagement, address it calmly and directly.
“I’ve noticed our last few check-ins have felt rushed. Is there a better way or time for us to connect on priorities?”
Don’t let small issues compound into mistrust. A short conversation can reset expectations and re-open lines of communication.
Conclusion
Improving your relationship with your boss isn’t about flattery or over-functioning, it’s about clarity, empathy, and trust. At mid to senior levels, these dynamics impact not only your daily work but also your long-term trajectory. By understanding your boss’s priorities, adapting to their style, communicating proactively, and owning problems early, you elevate from manager-report to strategic partner.
Looking for more career and leadership strategies? Explore our guides on 7 Ways to Build Career Visibility Without Bragging, 5 Reasons Being a “Yes Employee” Can Stall Your Career, and 7 Hidden Interview Questions (And What They’re Really Asking). Each one is packed with actionable insights tailored for people leaders and high-performing professionals.
