1The Snowy Night That Changed Everything
It was February 2008 in Boston. Snow was falling, and Leah Busque realized she was out of dog food. Her golden retriever needed to eat, but she didn't want to trudge through the blizzard to the store.
Standing at her window, she had a thought: "I wish I could just ask my neighbors if anyone's going to the store anyway. I'd pay them to grab dog food." There was no app for that. No service. No platform. But there should be.
"I kept thinking about all the people in my neighborhood who might want to earn a few extra dollars. And all the people who'd pay to skip an errand. Why wasn't there a way to connect them?"
— Leah Busque
2From IBM Engineer to Founder
Busque wasn't a typical startup founder. She was a software engineer at IBM, working on enterprise systems. Stable job, good salary, clear career path. But that dog food moment stuck with her.
She started building on nights and weekends. The initial version was called RunMyErrand—a simple site where people could post tasks and others could bid to complete them. She launched it in the Boston area in 2008.
Busque didn't quit her job immediately. She built the MVP while employed, validated demand, then made the leap. The safety net gave her freedom to experiment without existential pressure.
3Pioneering the Gig Economy
In 2008, there was no "gig economy." Uber didn't exist. Airbnb was just starting. The idea that regular people could make money doing tasks for strangers seemed weird—maybe even unsafe. Busque had to build trust from scratch.
She rebranded to TaskRabbit in 2010 and moved to San Francisco. The platform introduced background checks, reviews, and secure payments—infrastructure that would become standard for every gig platform that followed.
Before TaskRabbit:
Craigslist postings, cash payments, no verification, high friction
After TaskRabbit:
Verified workers, secure payments, ratings, instant booking
4The Pivot That Saved the Company
By 2014, TaskRabbit was struggling. The original auction model—where Taskers bid on jobs—was too slow. Users wanted instant service. Busque made a bold decision: rebuild the entire platform around instant booking.
The pivot was painful. They had to retrain their entire marketplace. Some Taskers left. But the new model worked: users could book help in minutes instead of hours. Growth accelerated.
"We had to admit our original model was broken. That's hard after years of building something. But the market was telling us what it wanted. We listened."
— Leah Busque
5The IKEA Acquisition
In 2017, IKEA acquired TaskRabbit—a surprising buyer for a tech startup. But it made sense: IKEA had a massive furniture assembly problem. Customers struggled to build their flat-pack products. TaskRabbit had an army of skilled assemblers.
The acquisition showed how gig economy platforms could integrate with traditional retail. Busque had built not just a startup, but a new category of service that major corporations now needed.
6Key Lessons for Founders
1. Personal frustrations are market signals
Busque needed dog food. That mundane moment revealed a massive unmet need. Pay attention to your own annoyances—they might be business opportunities.
2. Category creation takes time
TaskRabbit was years ahead of the gig economy wave. Being early means educating the market—which is harder than competing in an existing one.
3. Pivots are survival, not failure
The auction-to-instant-booking pivot saved TaskRabbit. Being willing to rebuild your product based on market feedback is a strength.
4. Trust is infrastructure
Background checks, reviews, secure payments—Busque built the trust layer that made stranger-to-stranger services possible.
5. Strategic acquirers see different value
IKEA wasn't an obvious buyer. But they had a specific problem TaskRabbit solved. Strategic fit matters more than category match.