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Retirement Just Got Real? Here’s a Gentle Way to Start FreSH

The First 30 Days of Retirement: A Free PDF Guided Reset from Cheryl & Kelvin

A promotional image for a free guide titled 'The First 30 Days of Retirement: A Gentle Guide.' The guide is shown in three pages with the website 'graywithbenefits.com' at the bottom.

What It Is

This free printable 30-day guide is a gentle, supportive invitation to reconnect with yourself at any stage of retirement.
Whether you just left your job or you’ve been in retirement for a while and feel a little “off,” this is your reset button—minus the pressure, guilt, or productivity hustle.

You’ll get:

  • ✦ Daily prompts and tiny practices that help you find your footing

  • ✦ Gentle structure to ease into this new chapter on your own terms

  • ✦ Moments to reflect, recharge, and rediscover what lights you up

  • ✦ A no-rules approach—you can start anytime and skip anything

Who It’s For

If you're...

  • Wondering “what now?” after leaving work

  • Feeling a little untethered, even though you “should” be enjoying it

  • Curious about what a joyful, honest retirement could look like

  • Just craving a reason to pick up a pen and tune in to you again

…this was made for you.

Why We Made It

We’re Cheryl and Kelvin—retired, married for 37 years, and still figuring it out.


We created Gray with Benefits to talk honestly about what this next stage of life actually feels like—not just the cruise commercials. This guide is the resource we wish we had when we first left our 9-to-5s. Now we want to share it with you.

What You’ll Walk Away With:

  • ✦ More clarity and calm in your daily life

  • ✦ A sense of possibility instead of overwhelm

  • ✦ Simple tools you can come back to anytime

  • ✦ A stronger connection to what truly matters to you

    Still Wondering If It’s for You?

    It’s not a challenge. It’s not a checklist.
    It’s a soft landing—a way to regroup, rethink, and move forward with more intention and ease.
    Start it now, next week, or whenever life feels a little wobbly. This guide will be waiting for you.

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