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May 2025 Challenge: If I Had To Start Over...

By
Education & Training with Although I'm retired, I enjoy sharing my knowledge and learning from other real estate industry professionals.

You can't go back and change the beginning, but what if you could?

This Challenge is your chance to reflect on your real estate career. Margaret Rome Baltimore 410-530-2400 and I are inviting you to enter the May Challenge by sharing what you have  learned along the way. 

Whether your path has been smooth sailing or a winding road with a few flat tires, your story could be a guiding light for someone just getting started in the business.

If you are new to real estate, don't stop reading. We have a Challenge for you too?

Now imagine this:
You could rewind time and start your real estate career all over again, but this time with every tool available today, every lesson you’ve learned, every mistake you’ve made (and survived), and every marketing strategy you’ve tested.

What would your do-over look like?

With the real estate world evolving faster than ever, there are tools and tech today we never dreamed of back when we started out. So, ask yourself:

 What tools would you incorporate from the start?

What marketing strategies would you use right away?

How would you manage your time to maintain a better balance between work and life?

 And, just as important, what would you NOT do again?

This is your chance to reflect, maybe grimace a little, and share what you’ve learned.
You might even write it as a letter to your younger self, or as advice to a brand-new agent who has just ordered their first business cards and is wondering what to do with them.

Let’s make May the month we look back, with a lot of hard-earned wisdom and share the insights we wish we had known sooner.

We can’t wait to read your stories, your advice, and your “I’ll never do that again” confessions.

New To Real Estate? This Part Is For You:

If you're new to real estate and thinking, "Well, I don’t have anything to look back on yet!", don’t worry, we have a Challenge for you too.

We’d love for you to join the conversation by telling us:

What do you want to know?

What do you wish someone would explain to you?

What challenges are you facing as you get started?

Whether it’s lead generation, handling tricky clients, setting up systems, or just figuring out how to make a daily to-do list that doesn’t feel overwhelming, we’re listening. With decades of combined experience in this community, you’ll get wisdom, support, and a few cautionary tales.

Write a post sharing your top questions or hurdles, and we promise to chime in with real-world insights and encouragement.

Because everyone starts somewhere, and here on ActiveRain, you don’t have to start alone.


Challenge Guidelines:

Your entry must be at least 300 words

You must include at least one graphic (yours or AI-generated).

Please post it as a blog on ActiveRain and post a link in the comment section of this Challenge Post.

Deadline: Midnight Pacific time, May 31st, 2025

Reward: A hearty round of applause and 1,500 bonus points added to your ActiveRain balance.


 

Posted by

Carol Williams

"Information is FREE.
Knowledge, Experience & Integrity Are Priceless."

- Carol Williams

Retired: Real Estate Broker/Owner, Property Manager 
Coaching, goal setting, and marketing consultant

Active: Golf & Travel Blogger
"Golf isn't a sport. It's a lifestyle."
SeniorWomenGolfers.com
TopTeamCarol@gmail.com
 

Whatever You're Doing, Make It Fun!



Comments(69)

Show All Comments Sort:
Paddy Deighan MBA JD PhD
http://www.medicalandspaconsulting.com - Vail, CO
Paddy Deighan J.D. Ph.D

Here is my entry for May!! This was a good challenge -  inspired a lot of thoughts!!

May Challenge

May 18, 2025 12:23 AM
Carol Williams

Hi Paddy Deighan MBA JD PhD 
Thanks so much for participating in this month's Challenge. It's been a fun one to host.

May 22, 2025 07:03 AM
Ralph Gorgoglione
Metro Life Homes - Studio City, CA
California and Hawaii Real Estate (310) 497-9407

Ooooooooh.  This is a GOOD one!  Thanks for creating it.  I'm going to participate!

May 18, 2025 02:10 PM
Carol Williams

Hi Ralph Gorgoglione 
We look forward to your entry!

May 22, 2025 07:03 AM
Leanne Smith
Dirt Road Real Estate - Golden Valley, AZ
The Grit and Gratitude Agent

Good morning and this is an interesting challenge. I believe I took a different approach in my submission of "Thinking Forward to Tomorrow Not to Yesterday, May Challenge"

From glancing at the title of the already submitted posts, I am glad so many responded to this challenge. Thank you Margaret Rome Baltimore 410-530-2400 

May 20, 2025 07:43 AM
Carol Williams

Thank you for your entry, Leanne Smith 
We are very grateful for all the participation in this Challenge, including yours.

May 22, 2025 07:09 AM
Margaret Rome Baltimore 410-530-2400

Leanne Smith, I love your entry and completely agree that flexibility is so important, in real estate! Embracing change allows us to navigate the unique challenges of each transaction.

May 25, 2025 08:20 AM
Ralph Gorgoglione
Metro Life Homes - Studio City, CA
California and Hawaii Real Estate (310) 497-9407

This was a GOOD one!  Thanks so much for creating this challenge. Here is my entry:

If I had to start my real estate career over again.....

May 22, 2025 07:41 AM
Carol Williams

Thank you for your entry, Ralph Gorgoglione 

May 22, 2025 08:47 AM
Doug Dawes
Keller Williams Evolution - 447 Boston Street, Suite #5, Topsfield, MA - Topsfield, MA
Your Personal Realtor®

Here we are at the near end of May, and I'm just thinking of this May challenge Carol Williams 

May 22, 2025 08:18 AM
Carol Williams

We look forward to seeing your entry, Doug Dawes 

May 22, 2025 08:48 AM
Jeff Masich-Scottsdale AZ Associate Broker,MBA,GRI
HomeSmart Real Estate - Scottsdale, AZ
Arizona Homes and Land Group/ Buy or Sell

Here is my "Going Back In Time" entry Carol. and Margaret Rome Baltimore 410-530-2400. It was fun to do. Jeff

What Do Free Throws and Real Estate Have In Common?

May 22, 2025 10:56 PM
Carol Williams

Hi Jeff Masich-Scottsdale AZ Associate Broker,MBA,GRI 
Thank you for your entry. Did you ever keep track of how many contracts in a row got accepted?  😂

May 23, 2025 06:18 AM
Dr. Paula McDonald
Beam & Branch Realty - Granbury, TX
Granbury, TX 936-203-0279

Hey Carol. Here is my ENTRY. Thank you for this challenge.

May 24, 2025 08:41 AM
Carol Williams

Thanks for participating, Dr. Paula McDonald 
I loved your entry.

May 24, 2025 09:11 AM
Lynn B. Friedman CRS Atlanta, GA 404-617-6375
Atlanta Homes ODAT Realty - Love our Great City - Love our Clients! Buckhead - Midtown - Westside - Atlanta, GA
Concierge Service for Our Atlanta Sellers & Buyers

Interesting Challenge to think about...

Thanks Carol and Margaret

May 25, 2025 07:48 PM
Carol Williams

Hi Lynn B. Friedman CRS Atlanta, GA 404-617-6375 
We do hope you will participate. People like us, with so much experience, have seen a lot of changes.

May 26, 2025 08:08 AM
DaCyn Walsh
LoKation Real Estate - Bailey, CO
Mountain & Horse Properties—Happy Trails Await!

Career Reflection- What I don't know (Yet!) Thank you so much for this challenge, it was a lot of fun taking time to refelct and read wonderful entries full of tips, tricks, and insightful experience!

May 26, 2025 05:12 AM
Carol Williams

Hi DaCyn Walsh 
I'm so glad you participated in our Challenge. We have a new Challenge each month and they're all fun.

May 26, 2025 08:09 AM
Debe Maxwell, CRS
Savvy + Company (704) 491-3310 - Charlotte, NC
The RIGHT CHARLOTTE REALTOR!

WooHoo! I finally settled on one, Carol & Margaret! Here you go...

My Personal Shift That Made Me a Better Business Owner


Thank you both for hosting such a wonderful challenge. I'm loving these entries and am so excited to share my entry with the masses! 🥰

May 27, 2025 08:46 PM
Carol Williams

Hi Debe Maxwell, CRS 
Thanks so much for participating. I knew you'd come up with a good one!

May 28, 2025 07:26 AM
Margaret Rome Baltimore 410-530-2400

Thanks! You know I love this entry Debe Maxwell, CRS 

May 28, 2025 05:18 PM
Peter Mohylsky, Broker
Property Management Inc.-Destin - Sandestin, FL
Call me at 850-517-7098

Better late than never.  OH my, I am not late yet  My evolution in business, .  

May 28, 2025 07:58 AM
Carol Williams

Thanks, Peter Mohylsky, 
Great entry. You're singing my song when you mention becoming THE expert through constant learning.

May 28, 2025 09:10 AM
Carol Williams
Although I'm retired, I enjoy sharing my knowledge and learning from other real estate industry professionals. - Wenatchee, WA
Author, Golfer, Traveler, Retired, Wenatchee, WA

Here is my entry:
If I Came Back To Real Estate Today  

May 29, 2025 04:22 AM
Margaret Rome Baltimore 410-530-2400

Carol Williams

Love your entry!

May 29, 2025 02:23 PM
Steffy Hristova
HomeSmart Elite Group Tempe AZ Tel: 602.710.8161 - Tempe, AZ
Tempe AZ Realtor - Your Home Close to Your Work!

It's almost the end of the month. I made it within the timelines. Here is my entry:

If I Could Re-Wind

May 29, 2025 12:04 PM
Carol Williams

Thanks so much for your entry, Steffy Hristova 

May 30, 2025 07:46 AM
Margaret Rome Baltimore 410-530-2400
HomeRome Realty 410-530-2400 - Pikesville, MD
Sell Your Home With Margaret Rome

Steffy Hristova  Perfect timing. Thank you!

May 29, 2025 02:24 PM
Lynn B. Friedman CRS Atlanta, GA 404-617-6375
Atlanta Homes ODAT Realty - Love our Great City - Love our Clients! Buckhead - Midtown - Westside - Atlanta, GA
Concierge Service for Our Atlanta Sellers & Buyers

Here is a post for the May 2025 Challenge - Thanks - Lynn
Atlanta Buckhead Midtown - May I Do This Over? - A New Approach

May 29, 2025 10:01 PM
Carol Williams

Thanks so much for participating, Lynn B. Friedman CRS Atlanta, GA 404-617-6375 

May 30, 2025 07:52 AM
Margaret Rome Baltimore 410-530-2400

Lynn B. Friedman CRS Atlanta, GA 404-617-6375 Heading over to read your entry. Thanks so much.

 

 

 

May 30, 2025 08:04 AM
Kat Palmiotti
eXp Commercial, Referral Divison - Kalispell, MT
Helping your Montana dreams take root

I made it just in time! Here's my post.

May 30, 2025 07:39 AM
Carol Williams

Thanks so much for your entry, Kat Palmiotti 
Are you and Anthony busy packing for your trip west?

May 30, 2025 07:57 AM
Kat Palmiotti

The camper is half packed and none of my clothes/items are Carol Williams - but we will be done in time and I will see you on Sunday!!!!

May 30, 2025 07:59 AM
Margaret Rome Baltimore 410-530-2400
HomeRome Realty 410-530-2400 - Pikesville, MD
Sell Your Home With Margaret Rome

Kat Palmiotti

This is such a well written entry on choosing the right company. We did not even know the questions to ask. This should be taught in licensing class. I bet each of us has our own story regarding our first brokerage.

May 30, 2025 08:41 AM
Kat Palmiotti

I would love to read some of them Margaret Rome Baltimore 410-530-2400 !

May 30, 2025 11:34 AM
Margaret Rome Baltimore 410-530-2400

Kat Palmiotti

 I suspect this could be a future monthly challenge.

May 31, 2025 04:37 PM
ROBERT THIBODEAU II
EXP REALTY - Old Orchard Beach, ME
eXp Realty Maine | Luxury Homes & Local

Here is my May Challenge Post. May Challenge Post

May 30, 2025 11:52 AM
Carol Williams

Thanks so much, ROBERT THIBODEAU II 
I loved reading your entry.

May 31, 2025 05:21 AM
Margaret Rome Baltimore 410-530-2400
HomeRome Realty 410-530-2400 - Pikesville, MD
Sell Your Home With Margaret Rome

ROBERT THIBODEAU II

And yours is an excellent entry!

May 31, 2025 04:39 PM
John Henry, Florida Architect
John Henry Masterworks Design International, Inc. - Orlando, FL
Residential Architect, Luxury Custom Home Design

I think if I had to start over again, I'm not sure I would be an architect!!!

Dec 28, 2025 04:22 PM