Remote Year, which helps you work while traveling the world, lays off 50% of staff

Published March 19, 2020

Remote Year wants to help people travel around the world and keep their job while doing so. The Chicago startup relies on the idea that “great work can be done anywhere.” And to prove it, it brings people to 12 cities in 12 months, all while they’re working full-time jobs. Think co-working spaces in Ljubljana, code from bungalows in Thailand and workshops from rooftops in Istanbul.

Needless to say, Remote Year’s core business relies on wanderlust, disposable income and the ability to travel.

Citing the COVID-19 pandemic, founder Greg Caplan told TechCrunch that Remote Year has laid off 50% of its staff. The layoff impacted roughly 50 roles on the sales, marketing and product side, and comes less than six months after the company raised a $5 million capital investment from LightBank, which brought its total funding to $17 million, according to Crunchbase data.

“The borders sort of froze up with the virus and a lot of our folks decided not to travel and go home,” Caplan told TechCrunch. “Half of our revenue dried off in a couple of days, and there’s no end in sight when this situation may change.”

The startup says it still has runway from its last capital investment. Layoffs are expected to more largely hit the tech travel industry due to the global pandemic and people staying inside. Earlier this week, travel savings startup Service shut down operations, citing the pandemic and economic downturn.

Remote Year charges between $2,000 and $3,000 a month for its travel programs per person. This includes travel to and between destinations, private rooms and activities. Caplan said that Remote Year staff has always been a distributed team, and by nature of industry, it was “monitoring” COVID-19 for over a month before the onslaught of cancellations and news.

“But monitoring it and talking about it was very different [from] what has unfolded in the last seven days,” Caplan said.

To help the employees that were laid off, Caplan looked inward. Remote Year has always had a three-person team that connects people to remote jobs. That team will be helping its former colleagues through 1:1 coaching, resume interviews, interview preparation and contract negotiations. He urges other founders to do whatever they can to “humanize this” global pandemic, and reach out if needed.

“We’ve actually heard from a couple other companies that want our help finding remote jobs for employees,” Caplan said. “We’re not sure what that means for our business, but we’re going to think about how we can help.”

Chicago’s Sprout Social prices IPO mid-range at $17 per share, raising $150M

Published December 13, 2019

On the heels of Bill.com’s debut, Chicago-based social media software company Sprout Social priced its IPO last night at $17 per share, in the middle of its proposed $16 to $18 per-share range. Selling 8.8 million shares, Sprout raised just under $150 million in its debut.

Underwriters have the option to purchase an additional 1.3 million shares if they so choose.

The IPO is a good result for the company’s investors (Lightbank, New Enterprise Associates, Goldman Sachs and Future Fund), but also for Chicago, a growing startup scene that doesn’t often get its due in the public mind.

At $17 per share, not including the possible underwriter option, Sprout Social is worth about $814 million. That’s just a hair over its final private valuation set during its $40.5 million Series D in December of 2018. That particular investment valued Sprout at $800.5 million, according to Crunchbase data.

So what?

Sprout’s debut is interesting for a few reasons. First, the company raised just a little over $110 million while private, and will generate over $100 million in trailing GAAP revenue this year. In effect, Sprout Social used less than $110 million to build up over $100 million in annual recurring revenue (ARR) — the firm reached the $100 million ARR mark between Q2 and Q3 of 2019. That’s a remarkably efficient result for the unicorn era.

And the company is interesting, as it gives us a look at how investors value slower-growth SaaS companies. As we’ve written, Sprout Social grew by a little over 30% in the first three quarters of 2019. That’s a healthy rate, but not as fast as, say, Bill.com . (Bill.com’s strong market response puts its own growth rate in context.)

Thinking very loosely, Sprout Social closed Q3 2019 with ARR of about $105 million. Worth $814 million now, we can surmise that Sprout priced at an ARR multiple of about 7.75x. That’s a useful benchmark for private companies that sell software: If you want a higher multiple when you go public, you’ll have to grow a little faster.

All the same, the IPO is a win for Chicago, and a win for the company’s investors. We’ll update this piece later with how the stock performs, once it begins to trade.