Living
A millionaire on roller blades
Dupont skater found fame, fortune in cookie diet

Matt Siegal, the rollerblading CEO of Dr. Siegal's Cookie Diet, jumps a curb at 14th and Q Streets N.W. last weekend. (Photo courtesy of Siegal)
You’ve probably seen him gliding around Dupont Circle. Most people simply call him the Dupont Roller Boy. But, of course, that isn’t his real name. If you’ve hung out in the outdoor cafés on 17th Street after dark in the past 10 years, you’ve almost certainly seen him jumping curbs and weaving in and out of traffic. He’s out there three or four nights a week, often for hours at a time and has become a fixture in Dupont.
He’s usually covered in sweat — although occasionally in blood, the result of inevitable run-ins with unleashed dogs, cyclists and lawless cab drivers. As he flies past, people wave, whistle and otherwise acknowledge the surprisingly bright streaks of green, red and blue light that emanate from his wheels on his evening excursions. On a recent Saturday night, as he turned the corner of S Street onto 17th Street, he even heard a boy say, “Look mom, it’s Blader Man!”
Although most people know about the guy on blades with the lights in his wheels, very few could tell you his name. There is an irony in that as he has been the subject of full-page articles in the Washington Post and in Forbes, and appeared on national TV shows.
“Dupont is an interesting place to rollerblade,” Matthew Siegal, Blader Man himself, says. “It’s not for anyone who’s sane. I like to rollerblade in the streets. I like to jump the curbs. I’ve had my share of injuries.”
But Siegal, who’s openly gay, isn’t just a neighborhood curiosity — he’s also a serial entrepreneur. While attending the University of Maryland in the early 1990s, he co-founded several software companies that eventually merged to form a multi-national, NASDAQ-traded firm that today employs more than 500 people in the D.C. area. His hard work was rewarded when he resigned from the company’s management team three years ago and cashed in to the tune of millions of dollars.
“That company started in my little apartment in Greenbelt, Md., my first semester of college,” Siegal says. “After a couple of years I sold it and started a second company and 11 years later, I sold my second company to my first company and they combined.”
That is when Matt got into his newest business. Matt’s father is Dr. Sanford Siegal, a well-known physician, author and weight-loss expert who created the Dr. Siegal’s Cookie Diet weight-loss system 35 years ago.
“You eat six cookies a day and that controls your hunger. Most people follow a 1,000 to 1,200 calorie diet and at 1,000 to 1,200 calories, everyone loses weight,” Siegal says. “There are no failures at that level.”
For decades, Dr. Siegal has been a household name in South Florida. But in 2007 Matt decided to use his skills to turn his father’s success in South Florida into an international phenomenon. Though initially a little skeptical, Dr. Siegal agreed to team up with his son, and an “odd couple” business partnership was born.
Matt launched a website, cookiediet.com, and opened several retail stores, including one in Beverly Hills. The website now has more than 128,000 active members, and a weight-loss approach that for decades had been offered only by physicians is now marketed directly to consumers. Father and son have gotten their products on the shelves of nearly 10,000 retail outlets, including Walgreens and GNC.
“I loved my software company,” Siegal says. “One of [the reasons I left the software company] was there were some, I’d say, shady characters out there in the business world who were attempting to rip off my father’s idea.”
But with all this success, Matt still finds ways to have fun and stay true to who he is. He still rollerblades in Dupont and enjoys some of the perks of his successful business. He has met lots of interesting people due to the popularity of the cookie diet among celebrities as diverse as TV’s Snooki, comedian Joan Rivers and football star Kris Jenkins. He recently appeared on TV Land’s “How’d You Get So Rich?,” and this fall he’ll be the millionaire guest star in a rare gay-themed episode of Bravo’s hit reality show, “The Millionaire Matchmaker.”
He’s currently hitting the gym daily in preparation for his debut as the on-air pitchman for his brand on QVC in January, and he just launched a new product called Dr. Siegal & Son’s CalciOs cookies, a tasty snack that among other things provides 90 percent of the daily recommended allowance of calcium per serving.
Keeping his bones strong is going to be important as Matt keeps blading and spinning those colorful wheels around Dupont.
Juliette Ebner contributed to this article.
At my stage of life — “somewhere between 40 and death,” as the iconic line goes in the musical “Mame” — I want some pampering. A lot of pampering.
Luckily, for anyone who constantly craves a soothing spa, steam room or sauna, there’s the completely updated Mercedes S-Class. This flagship sedan is now so full of glitz, glamour, and gee-whiz gadgetry, it gives new meaning to the term “auto erotica.”
Does this make the S-Class a “gay” ride? For me, any vehicle that pushes my buttons like this one is a Kinsey 6.
MERCEDES S-CLASS
$122,000 (est.)
MPG: 21 city/31 highway
0 to 60 mph: 4.3 seconds
Trunk space: 19 cu. ft.
PROS: Exceptional comfort. Ultra-quiet cabin. Cutting-edge safety.
CONS: Price climbs fast. Tech learning curve. Sportier competitors.
The S-Class continues to define what luxury really means, with a bolder silhouette, larger grille, and striking, next-gen LED headlights. There’s also an optional illuminated Mercedes star on the hood. Overall, nearly 2,700 parts are new or improved, so more than 50 percent of this vehicle has been updated. An extreme makeover, to be sure.
At the same time, this latest S-Class leans harder into intelligence and electrification than ever before. Under the hood, a range of turbocharged inline-six and V8 engines — paired with mild-hybrid systems — deliver power in a way that seems almost edited for smoothness. Braking is solid and strong, too, but never abrupt. All the engineering is fine-tuned and intentional.
Yes, the top-of-the line S580 version is more expensive, almost $140,000. But it’s also blisteringly fast, zipping from 0 to 60 mph in just 3.9 seconds. That’s as lickety-split swift as a Lamborghini Revuelto supercar, which has a starting MSRP of $610,000 and can easily exceed — yowza! — $800,000.
Colors? There are 150 to choose from for the exterior and 400 for the interior. You can even customize the illuminated door sills, interior stitching and wheel accents.
And the ride quality? Sublime. Adaptive air suspension reads the road constantly, leveling out imperfections before they even register. Rear-axle steering enhances maneuverability, making this full-sized sedan feel surprisingly nimble in tight spaces. On the highway, the S-Class simply glides like a private yacht on the calmest of seas — extremely quiet, composed and completely unbothered.
Whenever you slide inside, the cabin immediately sets the tone. A massive OLED digital display — the same high-def technology used for cinematic viewing and gaming monitors — anchors the dashboard, running the latest MBUX infotainment interface. Highly customizable, this software allows for advanced voice commands that feel natural, not forced. And an augmented-reality navigation system takes your route and overlays it onto live camera feeds. It’s intuitive — mostly, as there is a learning curve for all this cutting-edge gear. Overall, though, such amenities make older setups feel like dial-up internet.
A Burmester surround-sound stereo is available in 3D or 4D, with up to 31 speakers, 1,690 watts and tactile transducers in the seats that vibrate and pulse with the music. Those seats are, of course, extremely comfortable. And the seatbelts? These are now heated.
Let’s not forget the latest cabin air-filtration system, which can remove ultra-fine particles to deliver air quality that rivals medical environments. Clean air, yes, but even this seems like a special treat. It’s like being swaddled in couture, not ready-to-wear.
And lastly, there’s the rear-seat area, which — to be honest — is where the S-Class really shines. Executive packages offer multi-contour reclining seats with rapid heating and ventilating, heated armrests and massage functions. You can opt for a footrest, which ups the glam factor to give you a calf massage. Dual 13.1-inch display screens come with their own remote controls. There’s also a video-conferencing feature, to help transform the rear cabin into a fully connected mobile office. For me, it feels less “back seat” and more “private lounge.”
Even in fiction, high-tech luxury carries weight. Tony Stark helped cement the idea that state-of-the art vehicles can be aspirational, not just practical. The magical S-Class fits right into that narrative — minus the flying suit (for now).

Advice
I’m a 64-year-old single gay man and I hate my life
How can I turn things around before it’s too late?
Dear Michael,
I’m a 64-year-old single gay man and I hate my life.
I’ve never had a relationship that lasted more than a few months. I can’t say why. I don’t think I’m defective. I wasn’t unattractive when I was younger (still not bad looking), I think I’m an interesting person to spend time with, but everything always seemed to fizzle out.
Thankfully, I missed AIDS because I came out after people knew what to do. Sometimes I wonder if fear of contracting the virus metastasized into a fear of getting close. I don’t know. I don’t think I’ve consciously kept people away. Consciously I have wanted someone to share my life with, very much.
With my 65th birthday and official senior citizen status approaching, I’ve been taking stock of my life and am coming to the hard realization that I’m never going to find that elusive partner.
I don’t go out anymore because people look right through me, except the ones who have a fetish for older guys. No one’s actually interested in me as me, a unique person rather than what they see on the surface.
I’m tired of my coupled friends. They’re always talking about “we.” Yes, I have become resentful that they have what I want and will never get. I know that’s not admirable but it’s how I feel, secretly, and I am sick of feeling like this when I am around them. So why be around them?
And I’m tired of my friends who are focused on sex all the time. It just all feels like a waste of time. I don’t get anything from a hookup anymore, they’ve been feeling increasingly meaningless. I feel like I’m someone’s momentary opportunity to get off, rather than any kind of real connection.
I’m just sick of the whole chase I’ve been doing for the last 40+ years.
I’m realizing that the whole thing has been pointless, a quest for a partner who is never going to materialize and a lot of diversions along the way that have added up to a despairing feeling that I’ve wasted my life trying to get something that will never happen.
Gay life hasn’t been so gay for me. And I’m officially old, maybe even nearing the finish line. Yes, if you haven’t noticed, I’m getting bitter.
What do I do with this dead end?
Michael replies:
How about looking for a different road to go down?
I’m not going to challenge your belief that you aren’t going to find a partner. I think it’s possible that you could, because there are other guys out there, in your age range, who are looking. But you have no guarantee, especially if you have decided to take it off the table.
So what else can you do with your life? How can you make your remaining time on this earth well-lived?
From your letter, it’s clear what you don’t want to do: Look for a boyfriend, hook up, or spend time with your current friends. Surely there must be more possibilities for your life than those options.
So my advice is to figure out some things you care about and start doing them. Travel? Volunteering? Getting a companion animal? Taking classes? Finding a new career? Those are just a few of the ideas I can come up with, but I don’t know you. What ideas can you generate, that you suspect you’d like to pursue?
In other words, start putting one foot in front of the other and go in some new directions that intrigue you enough to explore.
Sitting around feeling miserable does not help you to get anywhere. It keeps you feeling miserable. Sitting around waiting to feel better does not lead you to feel better. What would help you get to a better place would be to start taking action on your own behalf. Always keep in mind that while you are alive, with your faculties intact, you do have the choice to take this step, over and over and over again.
If you give yourself something (or some things) worthwhile to put your focus on, and do your best to shift your focus there whenever you notice that you are lamenting, I’m hopeful you will create a more fulfilling and meaningful life.
I’m also hopeful that if you are spending time doing things that you actually enjoy and that enrich your life, you may find more satisfying companionship than you are experiencing with your current friend group. (And yes, this could include a romantic relationship if you decide to be open to this possibility.)
A brief reply in an advice column can point you in the right direction, but it is likely not enough to sustain and motivate you through a major life overhaul.
Therefore, I suggest that you find a therapist to help you figure out how to move forward and what to move toward; and also to grieve, and put to rest as best you can, the loss of the life you hoped you would have.
I know that transcending the loss of a huge lifelong dream may seem impossible. But working toward this, as best you are able, would help you.
Relatedly, one more thing that I hope you can address with a therapist is your bitterness. I do understand why you feel so bitter, and I also think that it is torquing your life in a downhill direction.
Michael Radkowsky, Psy.D. is a licensed psychologist who works with couples and individuals in D.C., Maryland, Virginia, and New York. He can be found online at michaelradkowsky.com. All identifying information has been changed for reasons of confidentiality. Have a question? Send it to [email protected].
Real Estate
Honey, have we been priced out of gay paradise?
Rehoboth remains more accessible than many queer beach destinations
Let’s set the scene, darlings. It’s a scorching July Saturday. You’ve got a trunk full of rosé, a playlist that slaps harder than a “RuPaul’s Drag Race” elimination, and a group chat blowing up with your people en route to Rehoboth Beach — the Delaware beach town that has been the LGBTQ community’s summer headquarters for decades. Sun, sand, Poodle Beach, drag shows, and the kind of easy, breezy freedom that only comes from being surrounded by your tribe.
Now imagine pulling up to a “FOR SALE” sign on that charming two-bedroom cottage two blocks from the boardwalk — the one you’ve been eyeing for years — and seeing the price tag: $1.97 million. Honey, put the rosé down. We need to talk.
Nation’s Summer Capital Has a Spending Problem
Rehoboth Beach has long worn the nickname “The Nation’s Summer Capital” like a crown, owing to the annual migration of Washingtonians — and increasingly, Philadelphians and New Yorkers — who descend on its 27 miles of Atlantic coastline every summer. For the LGBTQ community in particular, Rehoboth has never been just a beach town. It has been a sanctuary, a second home, a place where you can hold your partner’s hand on the boardwalk without a second thought. But the real estate market? She is not reading the room.
According to Redfin data, the median sale price of a home in Rehoboth Beach recently hit $1.96 million — a jaw-dropping 106% increase year over year, and a figure that sits 127% above the national median. The price per square foot has climbed to $1,160, up nearly 27% in the same period. Gag.
So Who IS Buying Right Now?
Let’s not be dramatic — people are still buying in Rehoboth. They’re just a specific kind of people. According to neighborhood data, the per capita income in Rehoboth Beach runs around $118,239, equating to a household income of nearly $473,000 for a family of four. About a third of the workforce telecommutes, many in high-earning, white-collar professions. And more than 68% of residents hold a college degree, compared to a national average of under 22%.
If you want to buy a median-priced home in Rehoboth today with a standard 25% down payment, you’d need to bring nearly half a million dollars to closing — and then cover about $4,000 a month in ongoing expenses.
Still, the market isn’t quite the frenzy it was at peak pandemic frenzy. Homes are sitting on the market for an average of 88 days as of early 2026 — up significantly from the frantic bidding wars of a few years ago, when a listing might vanish before you could refresh Zillow a second time. Sellers are (slowly) getting the memo that buyers have limits.
Have Your Beach House (and Airbnb It, Too)
Many LGBTQ buyers have discovered a savvy workaround to Rehoboth’s sticker shock: buy a property, rent it during peak season, and let your summer visitors essentially pay your mortgage.
The numbers surprisingly support this strategy. The Rehoboth Beach short-term rental market currently has around 928 active listings, with hosts averaging $400 per night and annual revenues of approximately $39,689. The busiest month, predictably, is July — when guests book an average of 96 days in advance (so yes, those summer reservations your friends keep missing out on are being snapped up in April).
The key is making your property stand out in a crowded market. Properties accommodating eight or more guests dominate the Rehoboth STR market (nearly half of all listings), so that five-bedroom house with a game room suddenly starts to look like a business plan. At the same time – keep in mind that location, location, location honey – that is also so valuable. Even a two-bedroom condo close to the beach will also rent favorably well and get those numbers needed to make the most sense to your pockets.
This method allows you to have a second home, enjoy it, have friends enjoy it, and also helps recoup some of the overhead so the overhead and increase in overall purchase price is a bit more manageable.
What It All Means for Our Community
Rehoboth has always been more than real estate. It is one of the few places on the East Coast where LGBTQ people have, for decades, built an actual physical community — businesses, organizations, gathering spaces, neighborhoods — not just a social scene. CAMP Rehoboth, Poodle Beach, the Blue Moon (which, after some drama, was recently sold to new owners who pledged to keep it a queer-affirming space — phew), and countless gay-owned restaurants and shops form an ecosystem that attracts our community every summer precisely because the roots run deep.
But ecosystems require people — year-round residents, small business owners, artists, service workers — not just wealthy second-home owners. When prices rise to the degree they have in Rehoboth, the people who sustain that community can no longer afford to stay. It’s a pattern playing out in LGBTQ neighborhoods from San Francisco’s Castro to New York’s Chelsea, and it’s worth watching closely here.
The good news? Rehoboth remains more accessible than many comparable queer beach destinations. Provincetown, Mass. — the other iconic LGBTQ beach town on the Eastern seaboard — regularly sees median home prices north of $1.5 million with far less inventory and a significantly smaller footprint.
And Delaware’s tax structure does the community a quiet but important favor: no state sales tax, among the lowest property tax rates in the country, and relatively favorable income tax treatment for retirees. These aren’t glamorous talking points, but they matter when you’re running the numbers on whether your beach house dream can actually pencil out.
The Bottom Line, Babe
Can our community still afford Rehoboth? The honest answer is: it depends on what you mean by Rehoboth.
If you mean a single-family home within walking distance of Poodle Beach with an ocean view and a wraparound porch — prepare to spend north of $1.5 million, need a household income pushing six figures annually, and move fast when something comes to market.
If you mean a condo or townhome in the greater Rehoboth area – or a property you plan to rent out in peak season to offset costs — there are still real pathways in.
And if you mean belonging to a community, showing up every summer, taking up space on that beach, supporting LGBTQ-owned businesses, and making sure Rehoboth’s queer identity doesn’t get washed away by the luxury market tide — well, that part doesn’t have a price tag.
It just requires showing up. So pack the car. Bring the rosé. The beach is still ours.
Have a real estate question or Rehoboth market tip? Reach out to [email protected] for LGBTQ-friendly real estate resources in the Rehoboth area.
