Reilly Brennan

This originally appeared as a column in Why Is This Interesting on Feb 12, 2026 When an Uber arrives, I don’t like to keep the driver waiting: it doesn’t feel considerate, plus I don’t want it to impact my overall score (a long wait time is the No.1 reason

Phonetically, the best brand names may be two syllables with a long “E” sound at the end (Sony, Ghostly).

When Uber introduced surge pricing in 2011, many condemned it as merely a price gouging tactic.

My friend Paul Pfanner is one of my favorite entrepreneurs.

Together with my friend Chris Thomas, we have put forward an initiative which is called Tuebor and if you’re from Michigan and love the state, I think you are going to like this project a lot.

Automated vehicles are still emerging and the media and public often lump them together — a symbol of the fact that the market currently has no outright leader.

A few years ago I put together a new auto-focused job board and I had two simple goals: I just needed a place to view all of the jobs for all of the Trucks portfolio companies, primarily so I could point job seekers to them and therefore our companies cou…

Early this morning I went with Andrea to the Cranbrook spring flower sale.

Our founders always say hiring is the most difficult thing when we poll them (harder than financing, actually).

When quarantine began, I read tips for getting hi-res optics during Zoom video calls.

(this post originally appeared on Why Is This Interesting, the newsletter started by Noah Brier and Colin Nagy) While U.S. election vote-by-mail deadlines vary by state, many millions have already been received, and some already counted.

(this post originally appeared on Why Is This Interesting, the newsletter started by Noah Brier and Colin Nagy) My wife and I just drove 3000 miles across the US, during the pandemic.

(this post originally appeared on Why Is This Interesting, the newsletter started by Noah Brier and Colin Nagy) Recently, we’ve seen global taxi, ride-hailing, and public transportation ridership drop by over 70% in the wake of COVID-19.

An ‘EFER’ is a simple tool to make an email request go smoothly.

(this post originally appeared on Why Is This Interesting, the newsletter started by Noah Brier and Colin Nagy) Recently, the National Transportation Safety Board (NTSB) released its report on a 2018 vehicle crash whereby a Tesla driver rammed into the ba…

How do you fundraise (or hire, or talk about your idea to the press, or…) for your company?

Photo by Matt Duncan We’ve saddled production vehicles with high-quality sensors in the interest of safety — or what is currently referred to as ADAS or advanced driver assistance systems.

We need more destination information to make transportation more efficient.

Consumer navigation systems give us the ‘best’ route, which is often defined by time: how do I get there fastest?

For the past month I’ve been prototyping something and am ready to push it out there for wider consumption: Future of Transportation weekly.

Sister Corita Kent’s 10 rules for the Art Department at the Immaculate Heart College in Los Angeles: Rule 1 Find a place you trust and then try trusting it for a while.

Sony discontinued their Dream Machine clock radios in the U.S at some point over the last year.

“One of the reasons for Uniqlo’s success in Japan is the notion of ‘zen-in keiei,’ which translates to “everyone as a business leader.”

We were already short on heroes, and now we’ve lost one of our best: My friend and former colleague Rory Wheeler died Tuesday morning, after a warrior’s fight against cancer.

Thursday morning I woke up early to get a jump on traffic.

Tips for Artists Who Want To Sell John Baldessari (1968)

*‘It was crime and passion that led the illiterate to buy newspapers.

Zuma Beach 2008 When Andrea and I went on vacation last week we fell in love with Zuma Beach and its neighbor, Westward Beach.

Bridge crossing the Mighty Mac in a tractor A few weeks ago, about 600 people crossed the Mackinac Bridge, aka the “Mighty Mac” a 5-mile suspension bridge connecting Michigan’s upper and lower peninsulas. 600 people doesn’t sound like much of a big deal u…

We spend a lot of time consuming various media forms, more so than ever.