When I started The Broke Agent in 2015, real estate Instagram was an unbearable place to scroll. The #realtor hashtag was flooded with carbon copies of suited and booted “top producers” who were all magically in the top 1% (or so they claimed).
I remember thinking, “Is everyone in real estate killing it besides me?” So I started to call out these fake “sales gurus” on @thebrokeagent and quickly realized I was not alone. The real estate community rallied around the posts in agreement that the half-agent, half Gary Vee-style life coach content needed to go.
Because my job revolves around consuming real estate content all day, I thought it would be cool to put together a list of 11 hilarious real estate agents who I think are doing it right on Instagram. All of the agents on this list have found unique and entertaining ways to promote their real estate business without being too sales-y. Check them out if you need some inspiration for your own Instagram (IG) account or just need a good laugh.
**NOTE: These are in no particular order, so don’t get mad at me.**
1. Taya DiCarlo @tayadicarlo
Taya DiCarlo is a Compass agent in the South Bay of Los Angeles. If I had to recommend one profile for new agents to draw inspiration from, this would be it. Her feed is a perfect variety of real estate posts, market updates, humor, education, personal hobbies, and family life.
Her content is both professional and relatable as she showcases her wins, her losses, and her charismatic personality. My favorite part about her Instagram is her weekly show on IGTV called Taya’s 2 Cents, where she educates her followers on real estate definitions and the aspects of a deal.
2. Matt Lionetti @matt.lionetti
Matt Lionetti is a “top producer” with The Agency in Toronto. He also happens to be my arch nemesis and the “co-host” of the Over Ask Podcast. So, this pick is slightly self-serving because I’m the other host.
But, as much as I hate to admit it, Matt produces the funniest and most accurate real estate videos on Instagram. His first posts were skits of frustrating, yet all too relatable phone conversations with clients and other agents. He really started to gain traction after his infamous “Freddie Mercury” parody.
He does a great job at using his passion for music and comedy to promote his listings and real estate business. Matt’s content has continued to evolve with Instagram as his focus has shifted to high-quality vertical video and Reels. As of this writing, his account has exploded to over 24,000 followers (no thanks to me, of course), and he has started to get a lot of leads on Instagram from his videos.
Pro Tip: If you want to build a successful Instagram following of your own, it starts with sharing content your audience will actually enjoy. That’s why I teamed up with Coffee & Contracts to provide exclusive content for agents to customize, brand, and share to social media. Become a member to get access to monthly posts created by me in addition to the entire Coffee & Contracts platform and community!
3. Aken Moose Musa @yourfriendlyneighborhoodmoose
Aken Moose Musa, aka “Moose,” is a Connecticut agent with one of the best personalities on Instagram. He takes the happiest closing pics with his clients that I’ve ever seen. It’s actually kind of annoying because I’m cynical and jealous that he has clients and successful transactions, but it’s hard not to smile at his page.
Moose posts a wide variety of content on Instagram that includes home improvement tips, wacky marketing promos, rap parodies, and memes. He’s also recently made multiple appearances on HGTV’s “House Hunters.” He looks like a fun guy to have 10 closing drinks with, and I imagine his followers and clients feel the same.
4. Derrick Gregory @derrickswflrealtor
Derrick Gregory is a Florida Realtor whose Instagram strategy has been to go heavy on high-quality comedy videos. He does parodies, Reels, memes, character-skits, and has a fun IGTV segment called “Real Real Estate Stories.”
When you go to his feed, you will immediately notice eye-catching thumbnails and hyper-relevant content. It seems like he’s got a video for every holiday or pop culture event that takes place. I wouldn’t be surprised if he makes a video for “Flag Day.” Another thing I like about Derrick is that he has the guts to go Live on Instagram. Even if he’s just playing the ukulele to seven viewers, he understands that going live pushes his name and content to the top of people’s feeds.
The goal of a real estate agent is to stay top of mind, and Derrick Gregory is always at the top of your feed. He should make a shirt that says: “Top of your mind and top of your feed.” Actually, no, he shouldn’t.
5. Dan O’Neil @danoneil
Dan O’Neil built the number one team on Long Island while maintaining a perfectly trimmed beard and neckline. He caught my attention when he posted a hilarious real estate parody of the Netflix show, “You.” He seems to outdo himself with every video, as he can be seen falling off jet skis, riding horses, and smashing fax machines with a bat.
Next, Dan is going to tightrope walk the Grand Canyon supported by nothing but a “Just Listed” sign for balance. Recently, Dan’s been posting previews of his new Vlog to Instagram, where he displays agent interactions, client negotiations, commutes, showings, and the overall day-to-day of a busy agent. He cries in one of them.
Also, it’s important to mention that the production value of all his videos is insane. I don’t know how he got Michael Bay to direct his open house tours, but the kid knows how to brand and entertain. The only strange thing I noticed about Dan is that he always seems to have a small hand towel draped over his shoulder, like a caddy waiting to clean a golfer’s club. He’s a must-follow.
6. Buffalo Real Estate Lady @buffalorealestatelady
Kim Santana is a Buffalo real estate agent—and I know this because her Instagram handle says so. Kim has a unique Instagram where she actually memes herself and puts captions above her own pictures and poses. She must have read my e-book.
My favorite part about her Instagram is her story strategy. She does funny rants in her car and consistently engages her followers with polls, votes, and questionnaires. If you follow her, you will also get the pleasure of occasionally seeing her cute and fluffy doodle, Louie.
7. Dan Lee @dan_lee_plum
Dan Lee is an Australian agent with Plum Property. His Instagram is full of high-production, fast-paced, comedic listing and marketing videos that look like they were shot in Hollywood. He recently posted a seven-step series called “The Road to Tosser,” where he plays the character of an insufferable real estate asshole similar to the ones I mentioned in the intro. It’s basically a “What Not to Do” guide for real estate agents, and he nails every single one of them. The series is legitimately laugh-out-loud funny.
One other thing I’ve noticed about his content is that he starts every video off with a quick-hitting joke. He understands that the first three seconds are critical to keep the audience engaged and to continue watching.
8. Byron Lazine @byronlazine
Byron Lazine is a real estate renaissance man building teams and selling luxury properties in Connecticut. He is an agent/podcaster/speaker/awful golfer who I consider to be the Joe Rogan of our industry. The only difference is he’s not jacked, not funny, and the biggest guest to appear on his show was either me or Tom Ferry.
Jokes aside, Byron’s Instagram content is unique in the real estate space because of his podcast clips. Byron displays his vast real estate knowledge with commentary on the market, opinions on current events, critiques of opinions, brokerage gossip, and more. I like the way he formats his clips with super-engaging titles that almost force you to watch.
He’s also recently started to dabble in Reels, where he performs cringe-inducing reactions and gives advice to new agents with a very stern demeanor. The more you watch Byron’s content, the more you learn about what’s going on in the real estate industry.
9. Yackeline Leiderman @yackelineleidermanrealtor
Yackeline Leiderman is a Miami Realtor who has also gone the comedy route to grow her Instagram. Like Kim, Yackeline memes herself in videos and pictures with real estate captions that make fun of current market conditions and agent-client interactions. She must have a full-time photographer following her around because she has a pose or video for every scenario and trend. What really sets her content apart is her unique ability to match facial expressions to her captions. She should win an Emmy or Property Spark award for her acting abilities.
10. Jason Cassity @jason_cassity
***Please disregard this fake business call post … I believe this was a momentary lapse in judgement by Jason.***
Jason Cassity is a luxury realtor with Compass in San Diego. He loves Compass and Compass loves him. What I like about Jason’s Instagram is that it doesn’t annoy me. He posts with a purpose and focuses on quality over quantity. For example, during the height of the pandemic, he filmed videos that promoted restaurants and small businesses and provided COVID resources for his followers.
He comes across as a genuine, approachable community leader who isn’t constantly trying to jam real estate down everyone’s throat. Almost all of his content is educational or helpful to people in San Diego. I can’t believe I’m saying all these nice things about him because I know him. I hope he doesn’t read this. Anyway, he also did a cool IG Live series where he interviewed other agents, organizers, and marketing experts that were later published in full to IGTV.
11. Eric Simon @thebrokeagent
Editor’s note: I was given the rather unpleasant task of editing Eric’s “article” and wanted to point a few things out. First, he handed in his first draft on crumpled up Burger King napkins he found under the seat of his car. Second, Eric is way too modest for someone who runs a bona fide real estate comedy empire. @thebrokeagent is the funniest real estate Instagram account around and it’s not even close. So if you’ve been living under a rock for the past few years and don’t know about The Broke Agent, do yourself a favor and follow him right now.
Over to You
There are so many more agents I can name who are crushing it on Instagram, but top 10 lists do better for search engine optimization (SEO) purposes, so I had to stop there (more or less). Overall, it’s been awesome to see so many agents embrace their personalities and utilize humor as a tool for Instagram growth and marketing. Who are your favorite agents to follow on Instagram? Let me know in the comments.
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