Milestone check

My wife and I started dating while working in the same office, albeit in different teams.

We were worried about any issues between us having a spillover into the workplace, so we created a biweekly “milestone check.”

This check-in became a safe space to openly address anything on our minds, prevent minor issues from escalating, and keep our relationship strong.

Here’s how it works:

1. Identify Yellow Flags: Share minor frustrations or concerns before they build up. These aren’t deal-breakers, but if ignored, they can negatively impact the relationship.

   Examples: Taking things for granted; not doing household chores; low energy levels due to skipping exercise; work frustration leading to bad moods.

2. Address Red Flags: Highlight any urgent issues that could threaten the relationship. Red flags need immediate attention.

   Examples: Financial issues straining the relationship; constantly late from work and unresponsive; showing resentment towards each other

3. Celebrate Green Flags: End with three positives. Acknowledging what’s working well helps reinforce strengths and maintain a positive outlook.

   Examples: Making an extra effort to meet despite busy schedules; willingly spending time with each other’s family; saying thank you.

This approach can be applied to any area of life.

I now use it for weekly reflection in my solopreneurship journey, helping me stay proactive with challenges and appreciate successes.

Try it out!

Today’s Prompts

Milestone check

These can be done individually or jointly with a partner:

1 - Identify Yellow Flags: Share minor frustrations or concerns before they build up. These aren’t deal-breakers, but if ignored, they can negatively impact the relationship or project.

2 - Address Red Flags: Highlight any urgent issues that could threaten the relationship or the project’s success. Red flags need immediate attention.

3 - Celebrate Green Flags: End with three positives. Acknowledging what’s working well helps reinforce strengths and maintain a positive outlook.

I’d love your feedback

What was your favourite prompt of the day? Is there any specific challenge you want prompts for? How can I improve the content of the newsletter? Reply this mail and let me know!