The Evolving Leader: Habits Shed and Embraced by Top Executives
Leadership in the 21st century demands an unparalleled level of adaptability and self-awareness.
The rapid pace of technological change, evolving workforce expectations, and global complexities necessitate a continuous re-evaluation of ingrained practices.
For leaders, true effectiveness now hinges not just on what new habits they adopt, but also on which long-standing ones they consciously shed. This transformative process, driven by intentionality, profoundly impacts team dynamics, organizational culture, and ultimately, business outcomes.
What specific leadership habits have prominent business executives and HR professionals consciously dropped, and which new ones have they intentionally cultivated?
This article distills their invaluable experiences, offering a strategic blueprint for thought leaders and authorities seeking to refine their own leadership approach and drive meaningful change within their organizations.
Read on!
Neil Fried
Senior Vice President, EcoATMB2B
Neil Fried
One leadership habit I consciously dropped was trying to have all the answers in high-stakes situations.
Earlier in my career, I thought decisiveness meant providing immediate solutions, especially when the pressure was on. But in fast-moving markets, that mindset can limit creativity and buy-in from the team. I’ve learned to slow down, ask better questions, and give others space to contribute their perspective.
That shift has led to stronger, more resilient strategies, because the ideas are sharpened by a wider range of inputs and people feel real ownership over the direction.
The habit I’ve intentionally adopted is being more transparent about the “why” behind decisions. In fast-paced environments, it’s tempting to skip straight to execution. Still, I’ve seen how investing the extra time to explain the rationale behind moves, whether it’s a partnership, an acquisition, or a pivot, builds trust and drives alignment across the board.
Teams move faster and more confidently when they understand the broader picture.
The result of both changes? Better outcomes and better relationships. When people feel heard and informed, they don’t just follow the strategy, they help build it. And that’s where the real momentum comes from in any business.
Steve Schwab
CEO, Casago
Steve Schwab
One leadership habit I consciously dropped was being very formal with my performance reviews.
Performance reviews are important and helpful, but I think I put too much pressure on them to be this formal thing that was causing my employees to have more anxiety about them.
I never wanted that to be the case – I wanted these reviews to benefit them as much as the company! So, I intentionally started making them a lot more casual.
Geremy Yamamoto
Founder, Eazy House Sale
Geremy Yamamoto
I consciously dropped the habit of micromanaging and instead adopted a focus on empowering my team through trust and autonomy.
Letting go of micromanagement allowed me to step back and focus on strategic priorities, while giving my team the freedom to take ownership of their work. This shift not only boosted morale and creativity but also improved overall productivity and decision-making.
By fostering a culture of trust, I saw team members grow more confident and proactive, which directly contributed to stronger collaboration, faster problem-solving, and ultimately, better business outcomes.
Jonathan Anderson
Co-Founder, Green Home Pest Control
Jonathan Anderson
I used to review and sign off on every piece of external communication—press releases, blog posts, social updates. Last spring, I realized this habit was bottlenecking our team and discouraging junior writers from taking initiative.
Recognizing the drag on both speed and creativity, I consciously stopped being the sole gatekeeper for copy reviews.
In its place, I adopted a “peer-review circle” where two teammates swap drafts and offer edits before anything reaches me.
We establish clear style guidelines and a straightforward checklist, and I only step in for final approval on high-stakes content.
The change paid off immediately: our content calendar filled out three months ahead, and the quality improved—edit conflicts dropped by 40%, and writers tell me they feel more ownership over their work. By stepping back, I pushed the team forward.
Samantha Stuart
Co-Founder, Magic City Pest Control
Samantha Stuart
I stopped giving line-by-line feedback on every draft. Instead of creating redlined slides and press releases myself, I started sending a single, consolidated set of comments and trusting my team to implement them. That shift cut our average review cycle from five days down to two and freed me up to focus on bigger-picture strategy.
To fill the gap, I began hosting a 30-minute, team-led “Show & Tell” every Friday morning. Whichever team member is closest to finishing a project walks us through their work and solicits quick peer feedback. That practice boosted collective ownership—rewrite requests fell by 30%—and turned our handoffs into collaborative wins rather than endless rounds of edits.
Matt Purcell
Owner, PCI Pest Control
Matt Purcell
When I realized our weekly status emails were becoming a chore—long, redundant, and often ignored—I decided to drop them entirely. I’d spend half a day crafting detailed updates only to see zero comments or questions, and I could feel the team glaze over every Friday afternoon.
In their place, I adopted a simple async Slack update: three bullet points in a dedicated project channel each Wednesday—what’s done, what’s next, and any blockers. Within two sprints, our meeting load fell by 25%, blockers cleared 40% faster, and people started chiming in where it mattered.
Cutting the email and switching to bite-sized updates made progress more visible and kept everyone engaged without extra busywork.
Anthony Sorrentino
I consciously stopped micromanaging every deliverable. I used to review every slide deck, code merge, and client email before it went out, thinking I was safeguarding quality. When I stepped back and entrusted those tasks to my leads, our sprint velocity increased by nearly 30% in two months, and the team’s confidence skyrocketed as well.
In its place, I adopted a monthly “Show & Tell” demo ritual, where each functional group presents its latest work to the entire company.
That forum turned siloed updates into cross-pollination sessions: engineers borrowed marketing’s analytics trick, supported raised product tweaks directly, and I watched collaboration spark ideas we’d never have hashed out in private status meetings.
Mike Fretto
Creative Director, Neighbor
Mike Fretto
I dropped the habit of micromanagement. When I was newer to leadership, I gravitated toward micromanagement simply because I felt extra pressure for my team to perform well.
But, over time I realized that I was in fact micromanaging and not just being involved, so I tried to step back a bit to give my team more trust and freedom.
I have also since adopted a more servant-style leadership, where I help my team when they need it.
Martin Weidemann
I transitioned from being the “know-it-all operator” to the “data-driven listener.” That transition moved a struggling local driver service to a fast-growing business now booking hundreds of travelers throughout each month.
When I launched Mexico-City-Private-Driver, I believed I had to manage everything; pricing, scripts, even how drivers greeted passengers. I was a one-man band. But as the service scaled, that management became a bottleneck. Drivers started hesitating to share honest feedback. Response times slowed. Bookings leveled off.
In 2023, I made a deliberate shift: I let go of the notion of having to have the answers. I started collecting structured driver feedback every week, and I started utilizing dashboards that tracked missed calls, booking abandonment, and review sentiment.
At a certain point, I realized that 41% of travelers that abandoned the quote form never even understood how many bags they could take. So we redesigned the booking experience, to include luggage capacity, meet-and-greet instructions and quality photos of drivers– all based on customer questions and driver suggestions.
The results: Followed by the follow-on impact, through the first three months, our lead-to-booking conversion increased by 38%. Because our drivers reported feeling “heard,” and our clients consistently referred to how ‘seamless,’ & transparent our service is, in 9 out of 10 reviews.
Listening, with data to back it up, turned out to be the most scalable leadership decision I’ve made.
The HR Spotlight team thanks these industry leaders for offering their expertise and experience and sharing these insights.
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