Landmark Insurance & Financial Group

Landmark Insurance & Financial Group Landmark Insurance & Financial Group is an independent agency serving the Mid-Atlantic Region for ov Member SIPC
Landmark Insurance & Financial Group, Inc.

Advisory Representative offering investments & advisory services through Lincoln Financial Securities. is not an affiliate of Lincoln Financial Securities.

Today is National Thoughtful Day! Even a little boy handing his mama a flower is such a great reminder of how much the s...
08/28/2026

Today is National Thoughtful Day! Even a little boy handing his mama a flower is such a great reminder of how much the small things matter. 🌸

We strive to bring that same mindset each day that we serve our clients by paying attention to the details, truly listening, and being a trusted voice.

What can you do today to share a thoughtful act to your friends, family, or community? ❤️

👋 Meet our Landmark team: Kara!As Senior Commercial Account Manager, Kara handles all things commercial, but in a nutshe...
08/26/2026

👋 Meet our Landmark team: Kara!
As Senior Commercial Account Manager, Kara handles all things commercial, but in a nutshell - Kara makes sure our clients are fully protected and educated. And then she provides all the proof they need to get paid on time.

Kara is celebrating 10 years on the Landmark team!

We asked Kara couple of questions so you could get to know her better:

😊 What is your favorite part about helping Landmark clients?
“I love the relationships I get to develop with my clients and being able to help them navigate their business insurance in a way that doesn’t feel like a chore or a burden. Commercial insurance can be a lot to decipher and to me, our clients happiness is the measure of my success.”

🍴If you could only eat at one local restaurant for the rest of your life, which one are you picking?
“Hands down, it’s Ray’s Shanty in New Church, VA. I would recommend the entire menu.”🍤

Thank you Kara for 10 years of keeping our clients protected and supported! 💚

Landmark is proud to be a sponsor for The National Hard Crab Derby Labor Day weekend, September 3-6! 🦀We loved seeing th...
08/24/2026

Landmark is proud to be a sponsor for The National Hard Crab Derby Labor Day weekend, September 3-6! 🦀

We loved seeing this throwback photo shared in the Somerset County Times! It shows our founder, Charles McClenahan, serving as General Chairman back in 1966, pictured presenting a trophy to the festival winner. 🏆

Charles's community spirit became a founding pillar of Landmark, and we are honored to carry that tradition forward today.💚

We love staying connected and in touch with our hometown of Princess Anne❤️Our team had a great time attending the "Chat...
08/21/2026

We love staying connected and in touch with our hometown of Princess Anne❤️

Our team had a great time attending the "Chat & Chew" with the Town Commissioners this month at Cropa Station Restaurant. Staying involved and listening to what’s happening locally is always time well spent.

Thanks to the town leadership and Cropa Station for hosting a great event!

👋 Meet our Landmark team: Emily!As Customer Service Rep, Emily meets and greets our wonderful clients (over the phone an...
08/19/2026

👋 Meet our Landmark team: Emily!
As Customer Service Rep, Emily meets and greets our wonderful clients (over the phone and in our office) and helps out with insureds needs.

A fun fact about Emily is that she loves to be on the racetrack. The picture included in this post is when Emily volunteered at a fundraiser called “Kids for Kids” which raises money for St. Jude. 🏎️

We asked Emily a couple of questions so you could get to know her better:

😊 What is your favorite part about helping Landmark clients?
Emily loves seeing our clients be satisfied with the help she offers them!

🐎 If a friend was visiting the area for the first time, what is the #1 place you’d take them?
“Assateague Island!”

Whether she’s zipping around the track or racing to help our clients with their service needs, we’re so lucky to have Emily on our team! 🏁

Heading off to college brings new levels of independence, regardless of what year of college your student is entering in...
08/17/2026

Heading off to college brings new levels of independence, regardless of what year of college your student is entering into. Before sending your student off for the school year, sit down with your student to go over these key 💲financial💲 basics:

Budgeting 101: Map out monthly income vs. expected expenses so there are no end-of-month surprises.

Credit vs. Debit: Discuss how credit cards work. Emphasize that credit isn't extra cash and that it needs to be paid off in full every month to build good credit.

The Emergency Plan: Define what actually counts as an emergency vs. optional. Agree on how unexpected costs will be handled.

Loan Basics: Ensure they understand their student loan terms, what grants/scholarships cover, and where to track their balance.

Scam Awareness: Remind them to be aware of scams and that college students are frequent targets for phishing and online scams.

A short conversation now sets them up for financial confidence this semester, this school year, and beyond! 💫

Cheers and Happy Friday! 🎉A huge THANK YOU to everyone who came out for Rock The Dock last week! With your help, our Lan...
08/14/2026

Cheers and Happy Friday! 🎉

A huge THANK YOU to everyone who came out for Rock The Dock last week! With your help, our Landmark team came out on top in the Insurance category with $1,100 raised for the American Cancer Society Relay For Life🙌 We had BLAST!

35 days left to donate to this year’s Wicomico County Relay. Follow the donation link in the comments to support the cause!

👋 Meet our Landmark team: Elexis!As Commercial Customer Service Rep, Elexis services commercial accounts, creates policy...
08/12/2026

👋 Meet our Landmark team: Elexis!
As Commercial Customer Service Rep, Elexis services commercial accounts, creates policy changes, handles renewals and billing all while providing exceptional service to our customers.

We asked Elexis a couple of questions so you could get to know her better:

😊 What is your favorite part about working at Landmark?

“My favorite part about working at Landmark is the family-oriented culture. It truly feels like more than just a work place, it is a team that really truly treats one another like family.”

🦀If a friend was visiting the area for the first time, what is the #1 place you’d take them?

“Well, being that I am no longer on the Shore and work remotely for Landmark from Sunny South Florida 😊 I would definitely have to say The Red Roost, because that is one of the FIRST places I always go to when I visit home! You can NEVER go wrong with some All-You-Can-Eat Maryland Blue Crabs & some GREAT corn on the cob 😊“

We’re so glad to have Elexis on the Landmark team, keeping her Eastern Shore roots strong from Florida! ☀️
🏖️ If a friend were visiting the Shore for the first time, where's the #1 place you'd take them? Would it also be The Red Roost? Let us know below!

TONIGHT! See you at Brew River Restaurant and Bar for a fun evening supporting a great cause🙂
08/06/2026

TONIGHT! See you at Brew River Restaurant and Bar for a fun evening supporting a great cause🙂

👋 Meet our Landmark team: Nicole!As Life and Health CSR, Nicole helps manage client accounts and provide ongoing support...
08/05/2026

👋 Meet our Landmark team: Nicole!

As Life and Health CSR, Nicole helps manage client accounts and provide ongoing support after policies are in place. From updating information and making client calls to assisting with account servicing, she works to ensure our clients have a positive experience and receive the care and attention they deserve.

We asked Nicole a couple of questions so you could get to know her better:

😊 What is your favorite part about working at Landmark?

“My favorite part about working at Landmark is that we're more than just a company - we're a family. We genuinely care about our clients and each other, and that shows in everything we do. I love being part of a team that takes the time to build relationships and truly help people protect what matters most.”

🌞What is your favorite way to spend your weekends?

“My favorite way to spend my weekends is with the people I love most. Whether we're relaxing at home, making memories together, or enjoying simple moments, I truly value spending quality time with family and friends.”

Nicole is the newest addition to our Landmark team! Have you had a chance to work with her yet? Leave a comment below to send her a warm welcome!👋

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30386 Mount Vernon Road
Princess Anne, MD
21853

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