Southeast Kentucky Behavioral Health, LLC
Do You Miss the Way It Was or Do You Miss the Way It Should Have Been?

Feelings of nostalgia and regret are common in life’s journey, especially when reflecting on relationships, past experiences, or significant life changes. Yet, a subtle but important question often arises when people reflect on their past: Do you miss the way it was, or do you miss the way it should have been? This question speaks to the tension between remembering actual past events and yearning for an idealized version of what those experiences could have been. Examining this distinction can help us understand ourselves better, find closure, and learn to move forward in healthier ways.

1. Nostalgia and the Idealization of the Past

Nostalgia is a complex emotion that involves a yearning for the past. While it can evoke warm, comforting feelings, it can also distort memories. Psychologists describe nostalgia as bittersweet because it often involves idealizing the past, focusing on positive memories while downplaying the negative ones (Wildschut et al., 2006). People often miss “the way it was” because nostalgia smooths over the rough edges of reality, leaving only memories of joy, comfort, or connection.

However, nostalgia doesn’t always provide an accurate reflection of past events. A study published in Memory found that nostalgic memories tend to be colored by emotion, leading people to remember the past as more positive than it may have been (Sedikides & Wildschut, 2018). This idealization can sometimes cause individuals to miss the way things “were” without fully acknowledging the challenges or flaws in those past experiences.

On the other hand, some people find themselves missing not what actually happened, but what could have happened. This feeling stems from regret and the recognition that certain situations didn’t unfold as hoped. In this case, they are mourning the loss of an imagined future—a version of events that, in their minds, should have been different or better.

2. Regret and the Longing for What Could Have Been

Regret is a powerful emotion that arises when people feel they have lost out on an opportunity or failed to achieve a desired outcome. Unlike nostalgia, which tends to idealize the past, regret focuses on the gap between reality and expectation. In relationships, careers, or personal decisions, people often feel regret when they realize that things didn’t turn out as they had envisioned.

Research published in Social Psychological and Personality Science indicates that people experience more intense regret over inactions than actions. In other words, people are more likely to regret the things they didn’t do, the words they didn’t say, or the opportunities they didn’t take (Gilovich & Medvec, 1995). This leads to a feeling of missing “the way it should have been”—an alternate reality where different choices led to better outcomes.

This type of regret can be particularly painful because it involves a sense of lost potential. When people think about missed opportunities or paths not taken, they often create a mental image of an idealized version of their lives—one where they made the right choices, found happiness, or achieved success. However, these idealized scenarios are often based on an assumption that everything would have worked out perfectly, which may not be a realistic view.

3. The Role of Expectations in Shaping Our Perceptions

Expectations play a central role in determining whether we miss “the way it was” or “the way it should have been.” When expectations are high, and reality falls short, regret is more likely to surface. Psychologist Daniel Kahneman’s prospect theory suggests that people are more sensitive to losses than to gains. As a result, when reality doesn’t meet our expectations, it feels like a loss, even if the outcome wasn’t inherently negative (Kahneman & Tversky, 1979).

For example, in relationships, people may mourn what “should have been” if they expected certain outcomes—such as lifelong commitment, emotional support, or mutual understanding—that were never realized. When these expectations go unmet, it can lead to feelings of disappointment, regret, and even bitterness. People may find themselves asking “what if?” and dwelling on the possibility that things could have been better if only certain events had played out differently.

Conversely, when expectations are low, people are more likely to look back on the past with nostalgia, finding comfort in the way things were. This is because their expectations were already aligned with reality, allowing them to accept the past as it was without feeling like something better was lost.

4. Grieving Unlived Lives

One of the most difficult aspects of missing “the way it should have been” is grieving the life or relationship that never existed. This concept is related to ambiguous loss, a term coined by psychologist Pauline Boss. Ambiguous loss refers to a type of grief where the object of loss is unclear or unresolved (Boss, 1999). In the context of regret, people may grieve not only for relationships or opportunities that ended but also for the potential that those situations held.

This type of grief can be complex because it involves mourning for something that was never real. People may find themselves dwelling on questions like, “What if I had married someone else?” or “What if I had pursued a different career?” These thoughts can prevent closure because they keep the individual tied to a hypothetical scenario rather than accepting reality.

In these cases, it’s essential to acknowledge the grief associated with unrealized potential, but also to recognize that these imagined lives are just that—imagined. Acceptance and self-compassion are critical in moving forward from this type of loss (Neff, 2003).

5. Moving Forward: Embracing Acceptance and Growth

Whether someone is missing “the way it was” or “the way it should have been,” learning to let go and embrace acceptance is key to moving forward. Acceptance doesn’t mean denying emotions like regret or nostalgia, but rather acknowledging them without letting them control one’s life.

Practicing self-compassion can help individuals cope with regret and missed opportunities. According to researcher Kristin Neff, self-compassion involves treating yourself with kindness, recognizing your common humanity, and being mindful of your feelings without judgment (Neff, 2003). By cultivating self-compassion, individuals can begin to release unrealistic expectations and move forward with a greater sense of peace.

Similarly, mindfulness can be a powerful tool in preventing the mind from becoming trapped in the past. A study published in Psychological Science found that mindfulness practices help individuals stay focused on the present moment, reducing rumination on past regrets or missed opportunities (Kabat-Zinn, 2003).

Conclusion

The question of whether we miss “the way it was” or “the way it should have been” speaks to the complexity of human emotions and memory. Nostalgia and regret are two sides of the same coin, each reflecting a different way of engaging with the past. While nostalgia often idealizes the past, regret fixates on the gap between expectations and reality. By understanding these emotional responses, we can gain insight into our inner world and learn to move forward with greater acceptance, self-compassion, and emotional resilience.

References

  • Boss, P. (1999). Ambiguous Loss: Learning to Live with Unresolved Grief. Harvard University Press.
  • Gilovich, T., & Medvec, V. H. (1995). The Experience of Regret: What, When, and Why. Psychological Review, 102(2), 379-395.
  • Kahneman, D., & Tversky, A. (1979). Prospect Theory: An Analysis of Decision under Risk. Econometrica, 47(2), 263-291.
  • Kabat-Zinn, J. (2003). Mindfulness-Based Interventions in Context: Past, Present, and Future. Clinical Psychology: Science and Practice, 10(2), 144-156.
  • Neff, K. D. (2003). The Development and Validation of a Scale to Measure Self-Compassion. Self and Identity, 2(3), 223-250.
  • Sedikides, C., & Wildschut, T. (2018). Finding Meaning in Nostalgia. Review of General Psychology, 22(1), 48-61.
  • Wildschut, T., Sedikides, C., Arndt, J., & Routledge, C. (2006). Nostalgia: Content, Triggers, Functions. Journal of Personality and Social Psychology, 91(5), 975-993.

Navigating the Transition: Setting New Goals and Priorities for Men Retiring

Part 2 of a 7-part series on Men Transitioning into Retirement

Retirement, once seen as the golden years of relaxation, can often be a challenging phase for men transitioning from their professional careers to a new, unstructured lifestyle. The sudden halt in routine, loss of purpose tied to one’s job, and the shift from productivity to leisure can create emotional and psychological strain. One of the most effective ways to ease into this major life change is to focus on setting new goals and priorities, reorienting purpose, and redefining fulfillment in life beyond work. This process is not only essential for maintaining mental health but also for leading a meaningful and active retirement.

The Emotional Impact of Retirement on Men

For many men, especially those who have had long, successful careers, work becomes intertwined with identity. The abrupt end of the professional chapter can result in feelings of loss, a lack of direction, or even depression. Studies have shown that retirement is associated with a 40% increase in the likelihood of developing clinical depression and a 60% increase in the risk of developing physical health issues .

Men are particularly vulnerable in this regard because societal expectations often emphasize career achievement and financial success as key markers of masculinity. Upon retiring, many men struggle with finding meaning outside of the role they played in the workforce. It is in this context that setting new goals and adjusting priorities becomes essential to prevent a sense of purposelessness from setting in .

The Importance of Setting New Goals and Priorities

When a man retires, he steps into a phase of life that, while offering the luxury of free time, can also feel overwhelming if not approached with purpose. According to psychologists, setting new goals provides retirees with a fresh focus, which is crucial for cognitive and emotional health . These goals, unlike work-related achievements, should prioritize well-being, social connections, and personal growth.

The shift to retirement can offer a wealth of opportunities to engage in activities that were previously put on hold. Whether it’s taking up a hobby, learning new skills, volunteering, or fostering relationships, these endeavors help maintain a sense of purpose. Setting priorities around health, for example, often rises to the forefront for many retirees. Engaging in physical activities, such as walking, swimming, or yoga, not only improves physical well-being but also has profound effects on mental health and overall happiness.

Moreover, financial planning and personal development can form new central goals for retirees. For instance, taking time to manage and plan personal finances post-retirement can provide peace of mind and a sense of control during this transition.

Tips for Setting New Goals in Retirement

  1. Explore Hobbies and Interests: Retirement offers a unique chance to rekindle interests that were sidelined during one’s career. Learning new skills, pursuing hobbies, and developing talents that weren’t part of one’s working life provide new sources of fulfillment.
  2. Set Health-Oriented Goals: Retirement allows for focusing on physical and mental well-being. Prioritizing fitness, whether through exercise or mindfulness practices like meditation, is key to a fulfilling retirement.
  3. Volunteer or Mentor: For many retirees, giving back becomes a fulfilling pursuit. Volunteering or mentoring provides a sense of contributing to the community or younger generations, offering social engagement and purpose .
  4. Foster Relationships: The post-retirement phase provides more time to cultivate deeper connections with family and friends. Prioritizing relationships enhances emotional well-being and can combat loneliness, a common issue faced by many retirees .

Shifting Priorities to Wellness and Life Balance

As work is no longer the center of life, new priorities must emerge. Shifting focus from financial success to personal well-being is a common and beneficial transition for men after retiring. Research shows that men who prioritize health, family, and hobbies over financial gain post-retirement report higher levels of satisfaction and happiness .

Maintaining a healthy routine, embracing flexibility, and enjoying leisure activities not only help in the adjustment phase but also improve longevity and quality of life. This might include setting small, manageable health goals such as walking a set number of steps a day or cooking nutritious meals. Developing these personal routines is crucial for retirees who may otherwise feel adrift without the daily structure provided by work.

Conclusion

Retirement is one of life’s most significant transitions, and for men, the challenge often lies in reimagining purpose and fulfillment beyond a career. By setting new goals and shifting priorities toward personal well-being, mental health, and social engagement, men can navigate retirement with a sense of purpose. Whether through hobbies, health, volunteering, or relationships, setting meaningful goals helps retirees live their golden years with vitality and joy.

This article has been written by John S. Collier, MSW, LCSW. Mr. Collier has over 25 years of experience in the social work field and is based in London Kentucky through Southeast Kentucky Behavioral Health, LLC. Mr. Collier may be reached by phone at (606) 657–0532 extension 101 or by email at john@sekybh.com.

References

  1. Allen, J., & Gallagher, M. (2020). The Psychology of Retirement: How to Manage the Transition. New York: HarperCollins.
  2. Kimmel, M. (2018). “Finding Purpose After Retirement: A Guide for Men.” Journal of Men’s Studies, 26(3), 345-357.
  3. Kintner, E. (2019). “The Emotional Impact of Retirement and Strategies for Mental Wellness.” Psychological Review, 122(4), 566-580.
  4. Roberts, S. (2022). Redefining Success: How Retired Men Find Fulfillment. London: Routledge.
  5. Weiss, D. (2017). “The Health Effects of Retirement: Psychological and Physical Health Outcomes.” Aging and Society, 38(1), 79-98.