Lifestyle
S in the City: Model S Owner Experience in the Big City
Whether you live or work in the city, or drive in for entertainment, there are notable nuances with driving a Tesla Model S into a busy metropolitan area. Finding parking, navigating tight streets, locating public charging stations and learning etiquettes with charging overnight are areas that I’m quickly adjusting to.
Driving into the City
I drive my Model S as much as humanly possible and under most circumstances. Whether it’s taking long road trips or navigating through narrow city streets, there hasn’t been many situation which I’ve shied away from. Driving into the city (Boston) for dinner was no different.
Since I didn’t know the city streets very well, I posted to the local New England forum on TMC and asked for help. TMC is a great resource for Tesla owners that are looking for advice from other Tesla owners. My quest to find a “Tesla owner approved” local parking spot directed me to a garage not too far from the restaurant – Boston’s Post Office Square.
Parking was tight, as expected, but I managed to find comfort knowing that I parked next to another Model S owner. I plugged the car into a ChargePoint unit, went off to my long dinner and came back to an extra 60 miles of range. Best of all this was all free since Massachusetts law prohibits re-sale of electricity.
I didn’t need the extra 60 miles of extra range to get home, but because there were several open EV spots available, I didn’t feel as bad using one for a longer duration of time. It’s important to note that this wouldn’t be the case during the day when charging stalls are a more sought after commodity. Keep this in mind and don’t occupy an EV charging stall when there’s only one available and you’re not in need of a charge.
Overnight in the City
My second experience with the Model S in the city came by way of a conference held at the Boston Seaport Hotel. The conference required me to stay overnight so I did my own research via Plugshare and found a charging location with five J1772 chargers. It turned out there were only three Chargepoint systems installed for the five EV parking spots. Parking was extremely tight but I was able to take my time, as there was no other cars around, and get the Model S placed perfectly into the parking spot.
I couldn’t help but wonder why there were three ChargePoint systems but five EV specific parking spaces. The ChargePoint system claimed to have two chargers on each post. There was clearly a J1772 plug on each of the systems but they were all in use.
Upon further inspection I could see a label for “Charger #2” but unfortunately I had no adapter that would work for it. I later realized that this was just the receiving end for the J1772 plug and meant to be a holder for the plug. I poked around a bit more and swiped my ChargePoint card on the scanner for “Charger #1”. A secret door popped open and provided a standard NEMA 5-15 outlet (standard US wall charger).
Fortunately I came prepared with an extra UMC. I didn’t have much of a choice with my charging options so I decided to plug into the very slow charging NEMA 5-15 and leave it overnight. I’m not quite sure why ChargePoint decided to name the higher power charging solution “Charger #2”, or why the NEMA 5-15 is hidden, but having a sticker or signage explaining these details could go a long way.
Lessons Learned
Driving into the city with a Model S comes with a few lessons learned as follows:
- ChargePoint seems to be the prevailing charging network provider (at least for much of Boston).
- Charging can be free depending on local laws governing re-sale of electricity.
- EV parking spaces are generally placed at very premium locations and reside on the floor your entering the parking garage from.
- City parking spots are tight to begin with so the additional size and width of the Model S makes it even more difficult to maneuver. Be careful when parking!
- City parking structures are usually underground so cell phone service is generally inaccessible. Don’t rely on keyless entry when parking in the city.
Do you have your own strategy when taking the Model S into the city? I’d love to hear it in the comments below.
Lifestyle
Tesla wins over Netflix’s Selling Sunset star, who’s now ditching his Bentley
Selling Sunset’s Jason Oppenheim swapped his Bentley for a Tesla and promised ten for employees.
Jason Oppenheim, the luxury real estate broker best known as the star of Netflix’s Selling Sunset, has parked his Bentley for good and moved into a Tesla Model Y, and he says Full Self-Driving (Supervised) is the reason.
Oppenheim, who founded The Oppenheim Group, the Los Angeles brokerage at the center of the show, posted a video to X on Saturday evening that he called “the most important video I’ve ever posted.” In it, he rides from Newport Beach to his firm’s Los Angeles office, a trip he put at roughly an hour and 15 minutes, while FSD handles the drive and parks the car without him touching the wheel or the accelerator. He said he handed the Bentley to his father because he no longer has any use for it.
Tesla shared the clip from its main account on X about two hours later, pulling out the quote that has since spread well beyond the Tesla community:
“[FSD Supervised] is life-changing. I was on the phone with my brother last night, and I made him buy one. He literally bought one while we were talking. I’m buying 10 of my employees a Tesla with FSD. It’s 8x safer than the average driver. There’s nothing more important than the safety of you and your loved ones.”
Oppenheim was candid about why the safety pitch landed with him. He admitted in the video that he is a distracted driver who answers emails and texts behind the wheel, and framed the employee purchases as a way to keep his team off their phones while driving. Elon Musk posted “Tesla FSD feels like magic” less than half an hour after the video went live.
The endorsement lands at a convenient moment for Tesla. The company delivered 486,532 vehicles in Q3, beating Wall Street’s estimates and marking its best quarter ever without the $7,500 federal EV tax credit.
A public service announcement. https://t.co/NYa1IpKwBX
— Jason Oppenheim (@OppenheimJason) October 4, 2026
Tesla FSD has been subscription only in the U.S. since February at $99 per month, and Tesla said in its Q2 update that active subscriptions hit 1.48 million, up 56 percent year over year, with more than 55 percent of new North American deliveries leaving with FSD attached. That attach rate is the figure Ron Baron cited last month when he told CNBC “the time to buy the stock is now.” At current pricing, Oppenheim’s 10 employee cars alone would add $990 a month, or about $11,880 a year, in FSD revenue.
Tesla AI head Ashok Elluswamy said in July that FSD had logged more than 12 billion miles while going roughly twice as far between collisions as manual driving. FSD also remains a supervised system, so Oppenheim and his employees are still required to watch the road, even as Tesla rolls out v14.3.10 with Automatic Collision Evasion, which can steer or brake on its own to avoid a frontal crash.
Lifestyle
Tesla teases “Halloween Mode” update with Optimus rising from a graveyard
Tesla’s Halloween teaser hides a covered vehicle and an Optimus hand rising from the ground.
Tesla has started teasing a Halloween software update for its vehicles, with a short clip on X that reads, “Halloween is coming.” The clip opens on a glowing pumpkin before pulling back to the car’s center touchscreen, where the usual parked visualization has been replaced by a graveyard scene, and the vehicle draped with a white sheet so it reads as a cartoon ghost.
Halloween is coming pic.twitter.com/lM3ASUeOqX
— Tesla (@Tesla) October 1, 2026
The second detail is a robotic hand clawing its way out of the dirt like a zombie, which looks to be the hand of Tesla’s latest Optimus V3 humanoid robot. While Tesla still has not formally shown Optimus Gen 3 walking around in service, renders pulled from Tesla’s Android app last month gave the clearest look yet, including far more refined hands that Tesla has said carry 22 degrees of freedom. The hand has been the hardest part of the program. Musk has called it the majority of the robot’s engineering difficulty, and Tesla’s patents describe a design driven by tendons with the actuators moved into the forearm.
Tesla Optimus V3 hand and arm details revealed in new patents
Optimus also has a Halloween track record. Last October the robot handed out candy in Times Square, and a costumed “zombie” Optimus shuffled around the Tesla Diner in Los Angeles on Halloween night.
On the software side, Tesla’s 2025 Holiday Update expanded Santa Mode with a Santa sleigh, snowmen, snow effects, and a festive lock chime, so it wouldn’t be too far fetched if we saw something similar but themed for a Halloween Mode.
Lifestyle
Tesla’s newest feature lets you floor it out of a Supercharger while plugged in
Tesla’s new Emergency Drive Away feature lets owners flee a Supercharger while still plugged in.
Tesla has given drivers a way to escape while a vehicle is plugged-in at a Supercharger, in the event of an emergency. The company’s charging team announced a new feature on X called Emergency Drive Away, which lets a driver shift into Drive and pull away while the charging cable is still connected to the car.
Until now, a Tesla would not leave Park with a charge cable plugged in. Drivers had to release the latch from the touchscreen, the Tesla app, or the button on the charge handle, then wait for the port to let go. Emergency Drive Away removes that lockout, but Tesla is clear that it comes at a cost. “Use of this feature will damage your vehicle and the Supercharger,” the company wrote, adding that the function is meant for emergencies only and that deliberate misuse will lead to “additional penalties.” Tesla did not say what those penalties are.
Emergency Drive Away lets you shift into Drive while still plugged into a Supercharger pic.twitter.com/40GSzyP4lG
— Tesla Charging (@TeslaCharging) October 1, 2026
The in-car prompt is just as direct, with the warning reading: “Driving with the cable connected will cause damage to your vehicle and the Supercharger. Short camera recordings will be shared with Tesla.” That footage gives Tesla a way to separate a real emergency from someone who simply did not want to wait for the latch.
The feature requires software update 2026.38.3, and Tesla said in replies to owners that it works at every Supercharger in the United States without new stall hardware. Model S and Model X vehicles built before 2021 are not supported, and the company says the feature applies to U.S. Superchargers “for now,” leaving Canada and other markets out at launch.
Tesla Supercharger argument leads to tragic shooting incident
Tesla did not tie the announcement to any specific event, but it arrives two months after a gunman opened fire at an In-N-Out in Twin Falls, Idaho, on August 1, targeting three people in two Teslas at the neighboring Supercharger. One of them, a 66 year old man from Salt Lake City, was killed. Superchargers have been the scene of violence before, including a fatal shooting at a station near Denver in 2023.
In the weeks after Twin Falls, owners pushed Tesla for a native way to escape a stall, and many pointed back to EVject, the aftermarket breakaway connector Tesla sued in 2024 over claims it lacked overtemperature protection. The two companies later reached an agreement that led EVject to recall its earlier connectors in favor of a version with thermal sensors.
Our mission has always been about providing peace of mind and eliminating sitting duck scenarios.
We patented the built-in breakaway charger tip on Feb 15, 2023. Awarded Jan 30, 2024. Then shared the designs with @TeslaCharging
Thank you @Tesla for rolling out a solution. This… https://t.co/djOzswLw9N
— EVject (@EVject) October 2, 2026
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