
Why are bad habits hard to break, and what can I do about it?
Habits form in the basal ganglia and can resist effort - discover substitution strategies that replace old routines with productive ones at work....

by Cindy Wolpert Published October 15, 2025 in Brain Circuits • 4 min read
To quote Brené Brown, “Clear is Kind. Unclear is Unkind.” Be clear on everyone’s goals, priorities, and expectations (both delivery and performance).
Give honest, constructive feedback with compassion and empathy – it will earn you respect, even if it stings in the moment.
If your team trusts you, they will respect you – and possibly even like you (see The 3 Elements of Trust). Being liked is a nice-to-have for a leader: being trusted is an absolute requirement.
People pleasers tend to find it hard to say no. One way to break the habit is by practicing, beginning with “small no’s” – the more you practice, the easier it gets.
Be consistent, fair, and transparent. This will make you more predictable as someone who creates a safe environment to share mistakes and take risks.
A fundamental aspect of good leadership is about communicating why – or why not – you’re doing something. Your team and your stakeholders will respect you rejecting their preferences if you articulate how your choice helps the overall good of the firm, and help them find alternatives when you need to say no.
Make sure the new task aligns with the priorities you have already outlined. If you say yes too quickly, you risk diluting your effectiveness and your team’s impact.
You landed this role for your skills and knowledge. Your leadership team wants to know your perspective, so resist the urge to ingratiate yourself, speak up on important issues, share your perspective, and be bold (with respect!).

Executive Coach
Cindy (Cynthia) Wolpert is a certified executive and transition coach. With more than 15 years of coaching experience and 20 years as a business leader within Fortune 100 companies, she brings a blend of business acumen, credibility, and pragmatism to her practice. She holds a BA in management from Clark University and has coached clients across the financial, higher education, healthcare, hospitality, insurance, retail, technology, and nonprofit sectors.

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