The Persistent Feeling of Being ‘Behind’ Despite Success, Explored by Niluka Kavanagh

N

Niluka Kavanagh

LinkedIn Author

Microsoft Top #10 Speaker | Future of Work Keynote Speaker | 3x Founder, 14+ countries | Community Builder | Featured by Oxford, MSN & The World Financial Review | 1.5M+ Impressions

In a recent LinkedIn post, Niluka Kavanagh discusses a common yet often unspoken challenge faced by even the most successful individuals: the persistent feeling of being behind. Kavanagh shares a personal anecdote about a conversation with a highly successful friend who admitted to still experiencing these feelings, a sentiment Kavanagh herself experienced recently.

The Paradox of Success and Comparison

Kavanagh highlights how the pursuit of success can paradoxically amplify feelings of inadequacy. As individuals achieve more, the goalposts often seem to shift, leading to a continuous cycle of comparison. The higher one climbs, the more apparent it becomes that there is always someone further ahead in some metric.

“If anything, success can actually make it easier to compare yourself, because there is ALWAYS another level.”

This observation is central to Kavanagh’s analysis. She points out that the absence of a definitive ‘ceiling’ in professional or personal achievement means there’s always a benchmark to measure oneself against, whether it’s income, growth rate, audience size, or job title. This constant upward comparison, Kavanagh suggests, is inherently exhausting.

The Rose and the Oak Tree Analogy

To illustrate this point, Niluka Kavanagh employs a powerful analogy involving a rose and an oak tree. This metaphor serves to underscore the futility and harm of comparing disparate entities.

“You’d never look at a rose and think, oh it’s just not tall enough. Or look at an oak tree and wish it looked like a rose.”

According to Kavanagh, humans frequently make this mistake with themselves. We tend to compare our unique journeys, strengths, and achievements to those of others who are fundamentally on different paths or playing different games. This selective and often unfair comparison, Kavanagh argues, is the root cause of why the feeling of being behind is so pervasive and draining.

Understanding Unique Growth Paths

Kavanagh’s insights encourage a shift in perspective towards recognizing and valuing individual growth trajectories. By understanding that each person’s journey is unique, much like the distinct nature of a rose and an oak tree, individuals can begin to decouple their sense of progress from external benchmarks.

Niluka Kavanagh suggests that this internal shift is crucial for maintaining well-being and fostering genuine self-appreciation, especially in competitive environments. The core message is that true progress is measured against one’s own journey and potential, rather than in comparison to others.

The post concludes with Kavanagh sharing that she elaborates further on these thoughts in an accompanying video, offering additional reflections on navigating these feelings. She expresses hope that her candid sharing will resonate with and assist others who experience similar moments of self-doubt despite their accomplishments.

📝 About This Content

This article is based on insights shared by Niluka Kavanagh on LinkedIn.

📅 Originally posted on August 5, 2026 | View original post on LinkedIn →