Embracing Uncertainty: Navigating Goals in 2026

As the new year unfolds, many in Singapore feel the pressure to rush into planning for 2026. Recent observations indicate that the start of the year accelerates quickly in this city-state. During a January 4 meeting, an executive expressed concern that planning sessions for 2026 could not wait until January 22. This urgency reflects a broader societal expectation where clarity and direction are deemed essential as the year begins. Yet, the belief that uncertainty equates to falling behind can weigh heavily on individuals and families.

Redefining Planning and Expectations

Having returned to Singapore after almost a decade in Silicon Valley, Karen Tay, founder and CEO of Inherent, highlights the contrasting approaches to planning. The unpredictability of life in Silicon Valley, marked by constant changes in the tech industry and shifting immigration policies, taught her resilience. The upheaval of recent years, including the impact of COVID-19, fostered a different perspective on planning.

“We learned to set loose directions and adjust as life unfolded,” Tay recalls. Her experience in Silicon Valley prompted her family to embrace uncertainty rather than fear it. As they prepared to return to Singapore in 2025, they accepted that they might not have all the answers. Questions about their children’s adaptation to Singapore’s education system or their long-term plans were met with uncertainty: “We don’t know, but we’ll figure it out.”

Shifting Focus to Possibility

To navigate the pressure of planning, Tay suggests asking better questions. Instead of fixating on rigid goals, individuals should reflect on their gains. Recognizing achievements from the past year can shift the focus from anxiety to confidence. “I can’t tell you what to fix next year until you tell me what you’ve fixed this year,” she advised a group of high-tech founders, introducing them to the Gap vs Gain mindset developed by organizational psychologist Ben Hardy and coach Dan Sullivan.

The founders, by examining their successes, found clarity for the year ahead, transitioning from apprehension to a sense of direction. Tay encourages families to begin their planning with imagination rather than demands for concrete resolutions. Her family practices this approach by creating vision boards filled with images and words that represent their aspirations for the year. For her children, this has included dreams of making new friends and starting a lemonade stand.

In a world that often demands immediate plans, Tay advocates for a shift in timeline. Instead of thinking in extremes—either making sweeping changes now or remaining stagnant—she proposes shorter planning cycles. Setting intentions for six to twelve months allows for exploration without the burden of overwhelming expectations. For instance, a client named Samuel, who worked in a prestigious law firm yet sought a career in art therapy, began volunteering at relevant events. This gradual approach helped him gain confidence and eventually pursue a certification program.

“Samuel might not have made a significant career leap yet, but those small steps allowed him to move forward with conviction instead of fear,” Tay notes.

Accepting the Journey of Uncertainty

If the clarity you seek has not yet arrived this January, it does not imply that you are lagging behind. Life progresses in seasons—some are for building, others for rest, and some for reevaluation. Tay advises against succumbing to external pressures from friends or family. Instead of asking, “What’s your plan?” consider inquiring, “What season are you in?” This approach fosters open dialogue and understanding.

As families gather during Chinese New Year, the emphasis should be on connection rather than pressure. It is acceptable to admit uncertainty; acknowledging that you are still figuring things out can be a powerful and honest response. The lessons learned from navigating life in Silicon Valley continue to guide Tay’s family: set a direction, take the next step, and adjust as needed. While they may not have a comprehensive plan, clarity is beginning to emerge at its own pace. For now, that is enough.