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Is It Time to Schedule Your Annual Planning Retreat?

Posted by Gregory Robinson | Apr 11, 2025 | 0 Comments

Boost Your Productivity, Set Intentional Goals, and Prioritize Estate Planning

Do you often feel overwhelmed or stuck in the hustle of daily responsibilities? You're not alone. In today's fast-paced world, it's easy to stay busy without making real progress toward your personal, professional, or financial goals.

An annual planning retreat can help you reset, refocus, and align your actions with what truly matters—whether that's growing your business, enhancing your well-being, or finally prioritizing your estate plan.

What Is a Personal Planning Retreat?

Think of a personal planning retreat like a wellness getaway—but with a strategic twist. While wellness retreats focus on mental health and relaxation, planning retreats help you gain clarity on your future. By stepping away from your daily routine, you create space to:

  • Reflect on past accomplishments and challenges

  • Set purposeful personal and professional goals

  • Outline a clear estate or financial plan

  • Reduce stress by creating a roadmap for the year ahead

Whether you're a busy parent, entrepreneur, or professional, taking time for a solo or couples retreat can be a game-changer.

How to Plan an Effective Annual Retreat

You don't need weeks off or a remote mountain cabin to make it worthwhile. A weekend, a few dedicated afternoons, or even a full day can do the trick. Here are practical steps for hosting your own planning retreat:

1. Reflect on the Past Year

Ask yourself:

  • What goals did I accomplish?

  • What setbacks taught me something?

  • Where did I spend time that didn't serve my priorities?

Take notes and identify recurring patterns or lessons that will inform your next steps.

2. Set Future Goals with Intention

Look ahead and prioritize:

  • Personal growth goals

  • Business or career development

  • Financial and estate planning tasks, such as creating a will, setting up a trust, or reviewing insurance policies

Identify both fixed obligations (e.g., school schedules, family vacations) and aspirational goals (e.g., launching a new project or reducing debt).

3. Create a Realistic Action Plan

Every goal needs a roadmap. Break your goals into small, actionable, and time-bound steps. For example:

  • Instead of “start estate planning,” your goal might be “schedule a consultation with an estate planning attorney this month.”

Don't forget to list out potential challenges and how you'll overcome them.

4. Choose a Distraction-Free Location

Find a space that encourages deep thinking and relaxation. Whether it's a quiet Airbnb, local retreat center, or even a hotel room, the goal is to unplug from your normal environment.

5. Incorporate Rest and Renewal

A successful retreat balances strategy with self-care. Build in time for:

  • Walking in nature

  • Meditation or journaling

  • Reading or unplugging from devices

Writing by hand during your retreat can enhance clarity and engagement with your plans.

Estate Planning and Your Annual Retreat

Your planning retreat is the perfect opportunity to finally address estate planning—a crucial but often delayed task.

Recent surveys show that less than 25% of Americans have a legally valid will, and nearly half say they “just haven't gotten around to it.” That's no surprise—estate planning can feel overwhelming. But dedicating time during your retreat can turn this from a vague intention into a concrete plan.

Start with small steps:

  • Review life changes (births, deaths, marriages, divorces)

  • Choose guardians for minor children

  • Begin drafting your will or revocable living trust

  • Consult a trusted estate planning lawyer to formalize your wishes

Make Estate Planning a Priority in 2025

Your future self—and your loved ones—will thank you for making time to plan intentionally. If estate planning is on your retreat checklist, we're here to help you take the next step.

📞 Ready to start? Contact our office to schedule a consultation with a qualified estate planning attorney.

About the Author

Gregory Robinson
Gregory Robinson

Attorney Gregory Robinson is a native of Alabama. He earned his Juris Doctor (J.D.) degree from Mitchell Hamline School of Law and holds a Master of Business Administration (MBA) degree from Rice University. Prior to practicing law, he worked as a strategy consultant in the financial industry...

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