While in the
Bay Area, Rimer and some friends began a company to
digitize images of famous artwork and sell the downloads, forging exclusive deals with galleries such as the
Louvre and the
Uffizi Gallery to commercialize the images. He was
managing director and
underwriting analyst for
Amazon,
Netscape and
Verisign. In his early years at Index, Rimer made a series of notable investments in infrastructure and services companies such as
Skype,
MySQL and
Last.fm (acquired by
CBS for $280 million).
Etsy (),
Farfetch (),
Flipboard,
King (acquired by
Activision in 2016 for $5.9 billion),
Zesty, and
Beauty Pie, among others. More recently, Rimer has received growing public attention for leading Index's investments in
Discord,
Patreon, Glossier, Beauty Pie, Otrium, Grailed, and Goat. Most notable among his latest batch of investments is
Figma, an online collaborative design platform. Index wrote a seed-stage check for Figma in 2013. In 2022,
Adobe announced it would acquire Figma for $20 billion, making Index's share of the company worth $2.6 billion if the deal closes. However, numerous news reports indicated that the U.S. Department of Justice may sue to block the acquisition for violating anti-trust rules. The deal eventually terminated due to regulatory pressure from the European Commission. Rimer was previously a director at KVS (acquired by
Veritas in 2004 for $225 million);
Last.fm,
MySQL (acquired by
Sun Microsystems in 2008 for $1 billion and now part of
Oracle); Neoteris (acquired by
NetScreen in 2003 for $245 and now part of
Juniper Networks);
Sky PLC ();
Skype (acquired by
eBay in 2005 for $2.6 billion and then by
Microsoft in 2011 for $8.5 billion); and
TrialPay (acquired by
Visa in February 2017. ==Awards and honors==