top of page
A camera and an open photo book with travel photos sit on a light fabric background. Text reads “Travel & Lifestyle Blogs, Closer Lives. Lost in landscapes, found in words.

Growing Grey Hair & the Big Chop: What It’s Really Like to Start Fresh

Updated: Dec 5

Thinking about a big chop to embrace your grey hair? 


Remember, it’s more than just a haircut. Just like it’s more than just grey hair.


Three-panel image of a woman with long hair. The text above each panel reads "natural," "grey hair," and "grow out." She makes different gestures in each panel.


As I’ve learned from my amazing silver-haired community, the transition to shorter hair can be just as challenging as embracing your actual grey hair can be. 


So, take your time and choose what feels best for you.







Are You on the Chopping Block?

 

Ok, so not only are you well on your way into your natural grey hair grow-out, but it’s been approximately 6 months of walking in confidence and trust in what is to come.


Side-by-side comparison of a woman with natural grey hair growth, showing progress from 6 months to 16 months.

Ok, yes, and maybe we hid in hats, used root spray, and wore headbands and scarves and tried twisty, cutesy hair twists and styles you’d normally never wear.


Maybe you ‘gave up’ and dyed it again. Now you have tried it a second time. You’ve experienced the "What the heck am I doing?" phase. 


You’ve probably questioned how you ever thought grey hair was for ‘old people’ and that SILVER was boring?!


A woman with long hair growing out, smiling at the camera. Text on the image reads, "Be prepared because this hair grow-out requires 'nerves of steel'.

You’ve probably realized that you haven’t disappeared like you feared you would! You’re getting a lot of attention, good and bad. You’ve probably been questioned tons of times. 


You got YOUR FIRST COMPLIMENT! You’ve probably realized grey hair is NOT wiry, and all those flyaways on others weren’t broken old hair; it IS NEW GROWTH hair! Baby hair!


You wonder how you ever thought this way about hair, age, and women? And then you start waking up. You’ve canceled plans because just NO, you can’t go ‘like this’! 


You’ve documented your progress, you are adjusting to seeing this new color next to your skin, and you’ve been keeping your eyes on the silver prize by finding inspiration from those in the journey just ahead of you. 


Top view of a person with gray hair parted in the middle, holding it away from the scalp.

Maybe you are already shorter, and the light at the end of the tunnel seems to be nearing.


Do you go a little shorter to get rid of the dreaded demarcation line (the harsh line between the new growth hair and the previously dyed hair)? This can be very drastic and harsh for some people or much more subtle depending on how you were coloring your hair before ditching the dye.


Your transition will be complete! Pixie cuts are super cute, you keep telling yourself, and go looking at shorter hairstyles on silver hair. It could work!?


It’s just hair; it’ll grow back, you tell yourself. After all, having been through this hair journey, I’m sure a change in haircut length or style should be a no-brainer, right? 


WRONG.


Close-up of a person with short gray hair, showing the top and side profile with text that reads "a shorter grey haired look.

This is the second biggest pivotal time of the silver hair grow-out journey.





The Most Common Grey Hair Grow-Out Complaints


Having now experienced and witnessed many a grey hair transformation, the 2 most common complaints I have heard from other women, by a mile, are trying to color match, blend dye, or lighten or highlight the lengths.


This causes more color confusion (initially or after a month or so) and more damage and dryness to their hair, leading to more frustration with the process (and yes, some women are very satisfied with their results as well; the choice is yours—I’m just sharing the consensus!)


Next is regretting doing the BIG CHOP! If I had a dollar for every time I thought about doing this, I’d be rich (well, maybe not rich if it was in Canada, but... ha...).


Looking back at old photos of myself, the few times I had shorter hair in my life and thought, ‘It wasn’t so bad’ (it was so bad I’ve never loved having shorter hair on me, but I have always loved change).


My hair grows fast. It’ll grow back in no time! This 19 months of growout feels like a lifetime already, and I’m barely at the shoulders... I could try bangs. 


Bobs are cute and trendy. 


Three side-by-side photos of the same woman showing different hairstyles: short and sleek, long and straight, and partially up with waves. Text reads, "some different hair styles I tried in my 30's.

This is where I think you should pause. Take some time to sit and feel the feels. No spontaneous decisions or actions are recommended at this time. 


This can be such a challenging phase, but hear me out: it’s hard enough to transition into a new color, especially grey hair, but then a new drastically shorter cut too sounds like risky business to me!


And if you’re doing this hair transition in your late forties like I am, there are already so many changes happening to our bodies and appearance that are beyond our control that maybe it’s good to transition with ease. 





Where Are You in Your Journey?


It truly depends on where you are in your journey. I’ve chosen to embrace my grey hair, aging face and skin, sun spots, and wrinkles and to celebrate aging


I want to control the narrative around my personal experience with it all. I believe we should boldly face our fears. Scared to show your natural, bare face in public?


Try it in baby steps; start by going to the post office with no makeup! 


I refuse to allow anything or anyone to get in the way of me living boldly and showing up as I am in every phase of my life. Even more so as I get older.





Revamp and Transform


Three side-by-side images of a woman showcasing the growth of her natural gray hair over time: 17 months, back view, and 1 year 5 months.

The very last thing you want to do is YOU WANT TO REVAMP AND TRANSFORM yourself and your look, which I am a huge advocate of!  


I LOVE a GOOD REBRANDING, both physically and philosophically!


Heck, I chopped off all of my dark hair and went for a short blond bob because I wanted a drastic change, so I was happy with it overall because that’s exactly what I wanted. 


But this journey for me is a bit different. I am embracing my natural authenticity here with my hair journey.


It's about accepting me as I was created and designed, so making massive changes isn’t what it's about for me. This time. It’s an unveiling.


Woman with long natural gray hair and a blue top, smiling and holding her hair. Text reads "19 months natural grey hair grow out" and "so you want natural steel coloured silver hair?.

Your hair. 

Your choice. 

Your body. 

Your voice. 

Isn’t it wonderful that we have a choice? 

Don’t you feel blessed that we have a voice?





Things to Consider Before Deciding on the BIG CHOP

 

1. Evaluate Your Personal Style Preferences


Think about how you truly feel about short hair vs. long hair on yourself. Do you love your long hair, or are you genuinely ready for a shorter style?


Consider if a big chop aligns with your personal style and comfort level.



2. Understand the Transition Commitment


A big chop may accelerate the transition to grey but also comes with its challenges.


Ask yourself if you’re prepared for the immediate change, or if you'd prefer the gradual transformation with trims.



3. Consider the Texture and Maintenance


Shorter grey hair may have a different texture; it could be more coarse or wiry (however, my hair has been softer and silkier like a newborn baby’s hair!), and it will require a new maintenance routine.


Be ready to experiment with products to keep your hair healthy and manageable.

 


4. Prepare for Emotional Responses


The big chop can feel liberating but might also bring unexpected emotions.


Embracing grey and a shorter length simultaneously can be a lot, so think about whether you’re emotionally prepared for both changes.

 


5. Acknowledge It’s Not Irreversible—But Takes Patience


Hair grows back just as long and thick (we hope!), but a big chop is still a commitment that can take a while to undo. No ponytails, hair buns, etc.


If you do decide to go short, know that it is reversible, but you may need to practice even more patience if you later decide to grow it out again.





Will I Do the Big Chop?


Three side-by-side images showing a woman's natural grey hair growth over time: 19 months, close-up, and 1 year 7 months.

✂️ I won’t be doing a big chop. I’ve had long hair for most of my life, and I prefer it on me.


I also love watching the progression and having something to keep track of. It’s nice to have something to look forward to!


Plus, sharing the journey here has been wonderful!


After 19 months of growing out my hair, I’ll maintain trims and cuts, but I’m here for the full grow-out. 


Yes, even though I just turned 50, I am keeping my hair super long because this is how I like it!


Remember, embracing your grey hair is a journey, not a destination.





Woman showing silver hair transition in a collage. Text says "Same same but different," "#ditchthedeye," "#proaging." Emotive and confident.

Grey Hair Blog


Follow Jennifer David’s empowering journey of going grey and choosing authenticity over approval. A celebration of aging boldly, living unfiltered, and embracing the silver within.


Woman in a cap sitting on a bench by a river, surrounded by plants. Bright day, colorful buildings in the background. Text: Jennifer David.

Jennifer David


Meet Jennifer David—writer, traveler, coach, and voice behind “A Broad Perspective.” Explore her journey through grey hair, self-expression, full-time travel, and radical authenticity.






Lifestyle Resources



Subscribe to our newsletter

Get our latest news and offers sent to your inbox every 2 weeks.

No fluff. No Spam.

1 Comment

Rated 0 out of 5 stars.
No ratings yet

Add a rating*
Rated 5 out of 5 stars.

So proud of you and your journey 🥰

Like

Welcome to Our Blog

A woman in a tank top and cap poses alongside a smiling man in sunglasses and a black t-shirt. They are surrounded by decorative stone carvings and a leafy plant, capturing a moment amidst the scenic beauty of Da Nang's Marble Mountains, Vietnam.

Hi! We’re Jenn & Leon, full-time digital nomads slow traveling the world in a mix of budget and bougie style.

Join us for inspiring travel stories, cultural insights, and tips for navigating life on the move.

 

We’ve explored 42+ countries (and counting!), sharing our favorite stays, eats, and connections along the way.

Dive into our restaurant and Airbnb reviews, explore world cuisines, and discover how we connect with local communities and history.

 

You’ll also find lifestyle blogs, from Jenn’s empowering gray hair journey to our adventures in creative and alternative living.

We also feature guest writers who share their own experiences and perspectives.

 

Discover how to get involved

Jenn & Leon on YouTube

A woman and a man face each other in front of a busy city street. Behind them is the word "CHINA" in large yellow letters and an image of the Chinese flag. The background shows a crowd of people and city buildings.

As entrepreneurs and full-time slow travellers our goal is to see as much of this beautiful planet as we can!

 

We love getting to know communities and locals around the world and we want to help and support them by sharing their culture with our viewers.

 

By subscribing you'll be notified of our latest videos as and when they land, so you will never miss out.

Join a Group

An asphalt road with white lane markings, the words "ROAD TO RECOVERY" in yellow, and Instagram logo with text: "Instagram account blocked? Here is your..." and a small circular "Lives" logo.

​Instagram ​Disabled Support

Text reads "Closer Lives POETRY" with "Closer" in script and "Lives" and "POETRY" in bold fonts. The word "POETRY" is made of wooden letter blocks. A Closer Lives logo is in the upper right corner.

Closer Lives Poetry

Person practicing yoga in tree pose amid ancient stone ruins, with sunlight filtering through trees. Text reads “Health & Wellness on the Road.” Logo in the corner says "Closer Lives Travel and Lifestyle.

Health & Wellness

FREE Country Guides

A world map with interconnected lines and a circular logo labeled "City Lives, Travel & Lifestyle" is featured. The words "Country Guides" sit at the bottom, inviting you to explore just as warmly as a stuffed turkey hoodie on Thanksgiving.

Get our FREE comprehensive country guides for over 20 countries, with everything from visa information to culture and customs, transportation to health and safety, must-see places and handy maps.

 

We include helpful links, sim card info and even emergency numbers! Not to mention our blogs, videos, interesting facts and much more.

Subscribe

Two people taking a selfie in clear shallow water, one wearing a pink cap and sunglasses, the other with a beard, both smiling.

Get our latest posts straight to your inbox.

No spam, opt out anytime

Join Our Journey! We keep it real - no spam here, just the good stuff!

Sign up to get our fortnightly newsletters with the latest blog posts, product drops, exclusive sales, travel tips, and even a behind-the-scenes look at our adventures as full-time travelers.

Oh, and as a little thank you, we'll send you a 20% discount code for anything in our store. Because we’re all about sharing the love!

Travel & Lifestyle Emporium

Three people modeling casual clothing with printed designs, outdoors in a natural setting, above a sign reading "Closer Lives Emporium.

Shop our inspirational range of suitcases, backpacks, phone cases, clothing, gifts designed by us with worldwide delivery.

 

Our range also includes stylish kitchen & home gifts, stationery & office items with positive quotes, awesome accessories with powerful designs and an excellent range of fun gifts for all ages and occasions!

Green logo with a house incorporating a heart and two pet shapes, next to the text "Trusted Housesitters™," highlighting handpicked offers for peace of mind.

Sign up to Trusted Housesitters with our link and get 25% off your annual membership

Explore the world with NO accommodation costs when you house-sit with this incredible platform.

 

It has literally CHANGED the way we travel for good! We highly recommend THS!

Please note that some of the links in our posts are affiliate links. 


At no additional cost to you, we may earn a commission if you purchase through these links, which helps support our blog and keeps it free to use.

FREE Country Guides

At Closer Lives, We Explore More Than Maps - We Journey Through Mindsets

CHECK OUT OUR SOCIALS

  • Black and white Instagram logo with a camera icon inside a circle on a dark background.
  • White Facebook app logo on a black background, featuring the letter "f" in bold.
  • A black rectangle with a white play button in the center, resembling the YouTube logo.
  • White Pinterest app logo on a black background, featuring the letter "p" intertwined with an oval.
  • White Threads app logo on a black background, featuring the letter "a" intertwined with an oval.
Visa logo with the word "VISA" in blue capital letters; the "V" has a yellow accent on the upper left. The background is light gray with a slight gradient.
MasterCard logo with two overlapping circles, one red on the left and one yellow on the right, on a blue background. The word "MasterCard" appears in white across the center.
Discover logo with the word "DISCOVER" in black letters, except for the letter "O," which is orange and resembles a sunburst. The background is white with an orange curve at the bottom right corner.
Logo featuring two overlapping blue circles with the word "Cirrus" in white letters across the center, set against a dark blue background.
VISA Electron logo with white text on a blue background and a yellow curved stripe under the word "VISA.
A purple square icon features a white circle with a black and white swirling "S" design in the center. Below the circle, the word "SOLO" appears in bold white letters.
Maestro logo with two overlapping circles, one blue on the left and one red on the right, and the word "Maestro" in white text across the center on a dark blue background.
A geometric logo featuring the word "DELTA" in white letters on a blue triangle, with yellow and red triangles overlapping in the bottom left corner on a white background.
Black and white Direct Debit logo featuring a stylized "D" symbol to the left and the words "DIRECT Debit" in bold font to the right.
American Express logo featuring the words "AMERICAN EXPRESS" in bold white letters on a blue, rectangular background.
UnionPay logo featuring the word "UnionPay" in black and red text over three vertical stripes in red, blue, and green.
JCB logo with white letters "J", "C", and "B" on blue, red, and green vertical rectangles, respectively.
PayPal logo featuring a stylized overlapping double "P" in blue tones, followed by the word "PayPal" in blue and light blue text.
Pay Samsung Pay logo on black background for mobile payment services
Google Pay logo with a multicolored "G" followed by the word "Pay" in gray text.
Apple Pay logo featuring the Apple icon followed by the word "Pay" in black text on a white background.
Logo featuring the text "Closer Lives" with "Jenn & Leon travel & lifestyle" underneath, set against a black background with a white circular outline and a bright light flare.

Est 2021 | © 2025 Closer Lives Inc. All rights reserved.

bottom of page