Career Timeline
2020 — Present
In 2021, Jacob turned his attention to digital art and blockchain
technology. His first project was a partnership with artist
Mike Mitchell. Together they created
The Visitors, a 10,001 piece generative digital art collection. The project
sold out in one week, generating over $1.3 million in primary sales.
Building on this success, Jacob co-founded
0x420,
a digital art consultancy with Mike Mitchell, and
Mitch Putnam. Together they led successful collaborations handling art
production, marketing, and distribution with artists such as
Shepard Fairey,
Tristan Eaton,
Michael Reeder,
Pussy Riot,
Foodmasku,
Russ Morland, and others. Collectively, their projects generated over $7
million in primary sales.
In 2023, Jacob collaborated with artist
James Paterson (Presstube), musician
Stephen Ramsay (Young Galaxy), and technologist
Greg Sadetsky (GREG)
to create
KRILLER, a seven day, eternally looping, globally synced broadcast of
synth-soaked ambient software art. A total of 6,300 ambient audio
tracks were created and paired with dynamic visuals. Each track when
played together creates a 7 day looping concert.
2010 — 2020
In 2010, Jacob joined the board of OMGPOP, a
NYC-based gaming company founded by his friend Charles Forman, which
was later acquired by Zynga for $200 million.
In 2011, Jacob and Charles co-founded
Picturelife, a cloud-based photo and video backup service designed to provide
users with a beautiful, intuitive way for organizing and reliving
their memories. After raising multiple rounds of venture capital and
building a world class team, Picturelife was acquired by
SmugMug, with its team transitioning to
Amazon to create
Amazon Prime Photos.
In 2015 he created
Thrilled.com, a service tailored to YouTube and Twitch creators that offered
custom branding, graphic design, and ecommerce storefronts. Around
the same period, he also co-created
Pulpulp, a direct-to-consumer limited-edition print business focused on
high-quality artwork.
In 2016, Jacob and his wife opened
The Heritage, a 56-seat farm-to-table restaurant just outside of Chicago. They
personally led the restaurant‘s interior design and culinary
vision. The restaurant quickly
gained acclaim, including a spot on the Chicago Tribune‘s list of the
top 50 restaurants in the city
by food critic Phil Vettel.
2000 — 2010
Jacob began his professional career as the co-founder of
Threadless, which would become one of the internet‘s most influential
creative communities. The site pioneered crowdsourced ecommerce by
inviting users to submit and vote on T-shirt designs, creating a new
model for participatory commerce that grew into a global phenomenon.
Threadless existed as part of
skinnyCorp, a Chicago-based web design and development firm. After
experiencing the explosive growth of Threadless, Jacob and his
partner decided to focus on Threadless and other internal projects
moving forward.
The early to mid 2000‘s offered opportunities to experiment
with what would come to be known as Web 2.0. Over the course of this
period a series of projects were launched including
Extratasty
(a crowdsourced cocktail recipe site),
15megsoffame
(an early music-sharing platform),
OMGClothing
(user-submitted slogans turned into T-shirts),
IParkLikeAnIdiot
(a novelty bumper sticker ecommerce product), and
NeedsHelp
(a crowdfunding platform).
Threadless was a bootstrapped business, started with just a $1,000
investment from it‘s founders. In 2005, Jacob and his
cofounder took investment from a VC firm at a $50 million valuation.
In 2008, Jacob left skinnyCorp/Threadless at the age of 27 to
explore new opportunities.
Recognition & Speaking
Jacob and his work has been recognized by
Crain‘s Chicago Business
(“40 Under 40”) and featured in a
Harvard Business School
case study. In 2008, Inc Magazine named Threadless.com
“The Most Innovative Small Company in America.”
He has taught at the
School of the Art Institute of Chicago and spoken
at institutions including
MIT Sloan School of Management,
UCLA, Parsons School of Design,
Columbia College, DePaul, and
Dominican University. His speaking engagements
include
SXSW
(Austin, TX),
O‘Reilly Emerging Technology Conference
(San Diego, CA),
Customer Made
(Copenhagen, Denmark), and
Semi-Permanent
(Lincoln Center, NYC). He has been interviewed by
Anderson Cooper 360,
National Public Radio (NPR), and other national media outlets.