Lessons That Stick: What Leaders Learned Early and Still Apply Today

Our early career experiences often serve as a powerful teacher, imparting lessons that shape our professional lives for years to come. 

These formative moments, whether gleaned from triumphs or setbacks or even experiences or words, can provide invaluable insights that transcend specific roles or industries. 

In this post, leaders from the HR Spotlight community share with us some of the enduring wisdom they acquired during their foundational years. 

As is evident, each of these lessons continues to guide their actions and decisions today. 

Their responses reveal the remarkable staying power of early experiences or even powerful words and learnings and offer timeless advice for anyone navigating their own professional journey.

Read on!

Steven Rodemer
Owner and Attorney at Rodemer & Kane

Behind Every Case is a Real Person

Early in my career as a Deputy District Attorney, I quickly learned that behind every case is a real person, whose life could be profoundly impacted by the outcome. 

This realization made me technique each case with the utmost care and diligence, no matter how complex or simple it might be.

Today, as I lead my own law firm, that technique has not changed. 

Whether I’m defending a client or giving legal advice, I always keep in mind the personal stakes involved in any legal dispute. 

For me, practice goes beyond legal strategies; it’s about protecting the lives, futures, and families of those I represent. 

This belief deeply influences how I handle every aspect of my work.

No Matter What the Assignment, Be Professional

In 1986, I was a junior sailor on my way to my first submarine assignment on Mare Island, California.  

I was very intimidated as I was riding in a car with a very senior Master Chief Petty Officer who would be in my chain of command. 

Master Chief told me one thing that has resonated with me my entire life: “No matter what your assignment is from this point forward, be professional. You will do well if you remain professional, do your job, and respect others”. 

I am retired after serving 12 years in the Submarine Service and 26 years in industry, and I am now focused on raising funds for cancer research. 

I have shared Master Chief’s words with many people and still adhere to them.

Jason Smallheer
Consultant, Educator, Corporate & Growth Leader The Marketing Professor

Be Good. Be Brief. Be Gone.

Be good. Be brief. Be gone.

I learned to use a few words early in my career in media and get out of the way. 

I was a disc jockey when live radio was a big deal, and my time on the mic was precious. People wanted music, not my voice. 

I still practice this today in my marketing and sales career. 

During client presentations, sales meetings, and speaking engagements, it’s essential to get in, cut to the chase, and get out of the way.

Build Relationships While Establishing Boundaries

One of the first lessons I remember was something the CEO of my first job told me, “Work with them all day, drink with them all night, and fire them the next morning.” 

He was teaching me that it is essential to build relationships while still establishing boundaries. 

You must see coworkers as people and, yes, maybe even have a couple of drinks with them. Understand, though, that there also needs to be boundaries. 

As a leader, you need to build relationships, build trust, and build the team, but there are boundaries (yes, that sometimes means firing someone). 

This simple phrase has helped me build relationships and establish team boundaries.

Proactive Updates Before Anyone Needs to Ask

Early in my career, a manager gave me simple advice that changed how I communicate with coworkers and manage stakeholders: “Update them before they feel the need to ask.” 

At the time, I was working with senior leaders and waiting until everything was perfect before sharing progress. In reality, I was keeping them in the dark and risking my credibility when they had to chase me for updates.

Taking that advice, I started proactively sharing updates like small wins, challenges, and anything relevant. 

It built trust, kept everyone aligned, and showed I was dependable and organized. Plus, it saved me from the dreaded “Can I get a status update?” emails.

Even when things aren’t perfect, these updates show respect for others’ time and keep projects moving. It’s a small habit with a big impact, and it’s one I still rely on today.

Be Curious, Show Respect, and Listen

My first job after college was on Wall Street. I learned to jump in and roll up my sleeves, come in early/stay late, have a strong work ethic and be fun/easy to work with. 

When you are curious and ask a lot of questions people appreciate working with smart people who enjoy learning. 

Pay your dues, get great experience learning from smart people in well run organizations who train and develop your skills so you will be prepared and set yourself up for success. 

Great opportunities follow great teams and talent so when you learn from the best doors open and interesting ideas/options appear.  

Be driven, focused, intensely curious and always be looking for the next way to make something better, be a good listener, show respect for great ideas, and be a strong communicator. 

With these traits and a strong work ethic you will be a success.

Kevin Bryan
Director of Customer Experience, Alloy

Empathy and Active Listening

Early in my career, I discovered the importance of genuinely listening to customers. 

While handling complaints, one frustrated customer said, “I don’t expect you to resolve everything instantly; I just need assurance that you care.” 

That encounter left a lasting impression on me.

I learned that empathy and active listening are essential for building trust, not merely soft skills. 

Now, whether I’m engaging with a customer or managing my team, I prioritize grasping the “why” behind someone’s words before proposing solutions. 

This approach fosters remarkable clarity and connection.

Give Your Best and Aim to Extract Highest Value

One of my first jobs was waitressing, and I quickly learned that having a great attitude, going above and beyond, and genuinely striving to provide exceptional service can significantly increase your earnings.

Many people overlook this, especially if they’re in their first job or working in a role that isn’t their dream job yet. 

They miss the opportunity to not only earn more but also learn valuable lessons because they only see the job at face value instead of exploring how to maximize the opportunity.

In my career today, I approach every situation with the mindset of, “How can I make the most of this?” rather than focusing on what I wish were different. 

I focus on extracting the highest value from the circumstances and opportunities right in front of me.

The 10 Commandments!

Early in my career, I was handed a small laminated card titled The 10 Commandments to Personal and Team Success. 

One side outlined 10 Steps to Accountability, and the other detailed 10 Steps to Right Person, Right Place, and Right Time. 

Decades later, after a little wear and tear, I still keep that card in my wallet—and it’s become a guide I return to whenever challenges arise.

The biggest lesson? 

Accountability and clarity are the foundation of success. 

When things aren’t working, I go back to basics. Have expectations been clearly communicated? Are there detailed follow-up plans? Have I fostered a culture of recognition and engagement?

That card reminds me that success isn’t about complexity; it’s about staying grounded in proven principles. Whether managing a team or leading a company, those lessons from early in my career still guide my approach today. 

Simple steps, done consistently, make all the difference.

These steps focus on building a culture of personal and team accountability for success. 

10 Steps to Accountability: 

Clear Understanding of What Is Expected: Ensure everyone knows their roles, responsibilities, and how they align with team goals.

Planning for the Unknown: Anticipate potential challenges, prepare contingency plans, and mitigate risks proactively.

Mutually Understood Consequences: Define positive and negative outcomes tied to performance to guide behavior and decisions.

Detailed Follow-Up Plan: Outline clear next steps after meetings or strategy sessions, and follow through consistently.

Course Correct When Needed: Be willing to adapt plans if something isn’t working, and use accountability steps to identify the root cause.

Be Consistent: Maintain consistent expectations, actions, and communication to build trust and accountability.

Be Involved: Engage actively with your team by asking questions, listening, and providing support.

Assume Nothing: Avoid making assumptions about others’ knowledge or performance; communicate openly and verify details.

Recognize Performance: Celebrate achievements with recognition that motivates and reinforces positive behavior.

If Success Doesn’t Come, Reassess: When issues persist, revisit Right Person, Right Place, Right Time, see below. 

Right Person, Right Place, and Right Time

These steps focus on aligning talent and resources to drive team and organizational success:

Set Clear Expectations: Define roles and responsibilities to ensure alignment with individual and organizational goals.

Continually Assess Performance: Use both formal and informal assessments to track progress and identify areas for improvement.

Be Strategic in Succession Planning: Plan for the future by identifying and developing talent for evolving business needs.

Follow Destination Plans—Don’t Just Fill Jobs: Focus on long-term fit rather than quick fixes when hiring or promoting.

Train and Develop Your Team: Invest in employee growth through regular feedback, skills training, and shared knowledge.

Coach and Mentor: Provide consistent guidance to help employees overcome challenges and reach their potential.

Build Your Bench: Develop a deep pool of skilled, ready talent to step up when needed.

Recruit the Best: Stay actively involved in hiring, ensure alignment with culture, and leverage your top employees in the process.

Manage Performance: Evaluate employees regularly, provide constructive feedback, and take action to address performance issues.

If Success Doesn’t Come, Revisit the 10 Steps to Accountability

Use the accountability framework to address ongoing challenges and recalibrate efforts.

These two frameworks create a comprehensive approach to personal and team success by combining clear expectations, continuous improvement, and a commitment to aligning talent with goals.

Take Absolute Responsibility for Choices

One of the many lessons I learned in the early days of my career is to take absolute responsibility for my choices. 

When I was hired as a software tester via campus recruitment, I was very excited to land a job within a hot job market back then AND with a highly reputed software consultancy in India. The growth was predictable and enticing!  

Soon, the grind of technical nuances made my excitement fade and my interest dimmed during my training period. I was not too sure of my career choice anymore. 

As fate would have it, I bumped into an internal job posting for an instructional designer, a role unheard of back in the 2000’s and also a full-on switch from left to right brain! 

I had a “what’s there to lose?” mindset and applied for it. I got through! I distinctly recollect my heart racing as I was crossing a busy street to go home and share this news with my parents. 

I kept chanting to myself as I took every step, this is my choice, and no matter the consequence, I will take responsibility for it and only look forward. 

20+ years, I have no regrets. 

I keep telling myself this story when I have had to make important decisions in my career since then.

The HR Spotlight team thanks these industry leaders for offering their expertise and experience and sharing these insights.

Do you wish to contribute to the next HR Spotlight article? Or is there an insight or idea you’d like to share with readers across the globe?

Write to us at connect@HRSpotlight.com, and our team will help you share your insights.

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