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Drew Houston

Drew Houston

Born 1983 · Age 42

American internet entrepreneur, co-founder and CEO of Dropbox, known for building Dropbox into a major cloud-storage and collaboration company and serving on Facebook's (Meta) board.

Total Events
41
Career Span
42 years
Peak Net Worth
$2,500,000,000

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Life & Career Timeline

1983Age 0

Born in Acton, Massachusetts

Andrew W. Houston was born in Acton, Massachusetts.

3/4/1983Source
Confidence
99%
1997Age 14

First programming / early job at local startup

By age 14 Houston had been programming and was invited to work at a local company after discovering security bugs; early exposure to programming shaped his career.

1/1/1997Source
Confidence
75%
2001Age 18

High school graduation (approx.) — Acton-Boxborough Regional

Attended Acton-Boxborough Regional High School in the 1990s; approximate high-school completion around 2001 based on birth year.

1/1/2001Source
Confidence
45%
2001Age 18

Matriculated at MIT (approx.)

Enrolled at the Massachusetts Institute of Technology to study computer science (met future co‑founder Arash Ferdowsi while at MIT).

1/1/2001Source
Confidence
60%
2004Age 21

Founded an SAT-prep company (Accolade / college startup)

While at MIT Houston co-founded an SAT preparation/online education company (commonly reported as an early college venture).

1/1/2004Source
Confidence
75%
2005Age 22

Member of Phi Delta Theta fraternity at MIT

Was a member of the Phi Delta Theta fraternity during his time at MIT (cited in multiple bios).

1/1/2005Source
Confidence
90%
2006Age 23

Software engineer at Bit9, Inc.

Worked at Bit9 (cybersecurity firm) in an early software engineering role prior to founding Dropbox.

1/1/2006Source
Confidence
80%
2006Age 23

Graduated MIT with degree in Computer Science (approx.)

Graduated from MIT with a computer science degree (sources indicate mid-2000s; many bios report a 2006 graduation).

1/1/2006Source
Confidence
70%
2007Age 24

Applied to Y Combinator (solo founder) and connected with cofounder

Initially applied to Y Combinator as a single founder; brought in Arash Ferdowsi (an MIT classmate) and joined YC — the start of Dropbox's founding process.

1/1/2007Source
Confidence
80%
2007Age 24

Co-founded Dropbox, Inc.

Houston and Arash Ferdowsi co-founded Dropbox to solve file-sync and storage problems he was experiencing.

1/1/2007Source
Confidence
99%
2007Age 24

Named CEO of Dropbox

From founding, Drew Houston has served as CEO of Dropbox (role established at company founding and continued).

1/1/2007Source
Confidence
98%
2008Age 25

Dropbox public product launch

Dropbox launched publicly and began rapid user growth; early press and YC backing helped accelerate adoption.

1/1/2008Source
Confidence
95%
2008Age 25

Named one of BusinessWeek's 'most promising players aged 30 and under'

BusinessWeek named Houston among the most promising young technology figures.

1/1/2008Source
Confidence
90%
2010Age 27

Dropbox hailed as one of Y Combinator's most successful investments

By this period Dropbox was frequently cited as YC's most successful investment to date (press recognition milestone).

1/1/2010Source
Confidence
80%
2011Age 28

Dropbox mentioned in Tech press and Business Insider as one of Silicon Valley's top startups

Multiple outlets named Dropbox among top startups in Silicon Valley and cited its rapid growth in early 2010s (press recognition milestone).

1/1/2011Source
Confidence
85%
2011Age 28

Included in Inc.'s '30 Under 30' entrepreneurs

Houston was listed among Inc.'s top entrepreneurs under 30.

1/1/2011Source
Confidence
90%
2012Age 29

Named to MIT Technology Review TR35

Houston was honored on MIT Technology Review’s TR35 list of top innovators under 35.

1/1/2012Source
Confidence
90%
2012Age 29

Dropbox launches new sharing tool (product update)

Coverage (2012) highlighted product advances including improved sharing features as Dropbox expanded beyond simple sync.

1/1/2012Source
Confidence
80%
2012Age 29

Dropbox reaches ~100 million users; one billion files saved per day

Public milestone reporting ~100M users and mentions that 1 billion files were being saved to Dropbox every 24 hours.

11/1/2012Source
Confidence
90%
2013Age 30

Public personal life note: living status, family mention

Public bios (Wikipedia) state Houston is married and has one child (no public date given); the detail appears in profiles around 2013–2019.

1/1/2013Net Worth: $2,000,000,000Source
Confidence
50%
2013Age 30

Co-founded FWD.us lobbying group

Houston was listed as one of the founders of FWD.us, a lobbying group focused on immigration reform and education improvements.

4/1/2013Source
Confidence
95%
2013Age 30

Delivered MIT commencement address

Houston was invited by MIT to serve as speaker at its annual commencement ceremonies (speech delivered June 7, 2013).

6/7/2013Source
Confidence
98%
2014Age 31

TechCrunch 'Founders of the Year' Crunchie Award (with Arash Ferdowsi)

Houston and co-founder Arash Ferdowsi received TechCrunch's 'Founders Of The Year' Crunchie Award in 2014.

1/1/2014Net Worth: $2,500,000,000Source
Confidence
85%
2014Age 31

Dropbox raises $250M round valuing company at ~$10B (reported)

Forbes reported a $250M financing round that valued Dropbox at about $10 billion; the raise propelled founder Houston into billionaire territory in press coverage.

1/1/2014Net Worth: $2,500,000,000Source
Confidence
80%
2015Age 32

Co-winner of The Economist Innovation Award (Computing & Telecom)

Houston and cofounder were co-winners in The Economist's Innovation Awards in the Computing and Telecommunications category.

1/1/2015Net Worth: $2,500,000,000Source
Confidence
80%
2015Age 32

Quoted & interviewed widely on product, culture and leadership

Houston conducted high-profile interviews (Forbes, Business Insider, Medium) discussing Dropbox culture, hiring, and product strategy; increased public profile.

1/1/2015Net Worth: $2,000,000,000Source
Confidence
85%
2015Age 32

Recognized among Fortune '40 Under 40' (citation in press)

Houston was included in Fortune’s '40 Under 40' list in press coverage around mid-2010s.

1/1/2015Net Worth: $2,000,000,000Source
Confidence
80%
2015Age 32

Appearances at major conferences (e.g., TechCrunch Disrupt 2015)

Spoke publicly at major industry events including TechCrunch Disrupt and other conferences; these appearances are documented in interviews and Q&As.

1/1/2015Net Worth: $2,000,000,000Source
Confidence
85%
2016Age 33

Publicly endorsed Hillary Clinton (2016 U.S. election)

Houston publicly endorsed Democratic presidential candidate Hillary Clinton.

6/23/2016Net Worth: $2,200,000,000Source
Confidence
90%
2017Age 34

Dropbox user / business milestones and scale

Forbes reported Dropbox had ~500 million registered users, ~200,000 business customers, ~1,500 employees and had become the fastest SaaS to reach $1B revenue run-rate.

1/1/2017Net Worth: $2,200,000,000Source
Confidence
88%
2018Age 35

Ownership stake reported ~25% (publicly cited)

Public profiles around the IPO period described Houston as ~25% owner of Dropbox (S‑1 noted ~24.4% voting power pre‑IPO).

1/1/2018Net Worth: $2,200,000,000Source
Confidence
95%
2018Age 35

Dropbox files S‑1 for IPO; Houston held ~24.4% voting power pre‑IPO

Dropbox filed for an IPO in February 2018; SEC filing showed Houston held 24.4% of voting power before the offering.

2/1/2018Net Worth: $2,200,000,000Source
Confidence
95%
2018Age 35

Dropbox IPO — company goes public (NASDAQ: DBX)

Dropbox completed its initial public offering and began trading on NASDAQ under the ticker DBX (market valuation reported variably in coverage; press cited ~$9–12B ranges).

3/23/2018Net Worth: $2,200,000,000Source
Confidence
90%
2019Age 36

Invests (or listed as backer) in startup Sourceress

Forbes reported Sourceress raised $13M from backers including Dropbox cofounders Drew Houston and Arash Ferdowsi (investment reported Dec 2019).

12/1/2019Net Worth: $2,200,000,000Source
Confidence
80%
2020Age 36

Joins Facebook (Meta) board of directors

Facebook announced in a regulatory filing that Drew Houston would join its board of directors, replacing Reed Hastings.

2/3/2020Net Worth: $2,200,000,000Source
Confidence
98%
2020Age 37

Announces 'virtual first' / remote-first work direction for Dropbox amid COVID-19

Houston discussed and led Dropbox's move to a remote-forward approach in response to the COVID-19 pandemic, shipping new features for at-home work.

6/1/2020Net Worth: $2,200,000,000Source
Confidence
90%
2021Age 38

Reported residence in Austin, Texas

Media coverage (CNBC) noted that Drew Houston lives in Austin, Texas — part of a broader migration of tech leaders to Texas.

1/1/2021Net Worth: $2,200,000,000Source
Confidence
85%
2023Age 40

Announced workforce reduction (~16%) to focus on AI (reported Apr 2023)

Reports indicate Houston announced a ~16% reduction in Dropbox headcount in April 2023 as part of refocusing efforts toward AI-driven products.

1/1/2023Net Worth: $2,200,000,000Source
Confidence
55%
2024Age 41

Net worth reported by Forbes ~USD 2.2 billion

Forbes profile and multiple bios cite Drew Houston's net worth around $2.2 billion in recent years (figure widely reported across profiles).

1/1/2024Net Worth: $2,200,000,000Source
Confidence
90%
2024Age 41

Additional restructuring reported (~20% workforce reduction, Oct 2024)

Coverage summarized further restructuring at Dropbox in 2024 with additional workforce reductions reported; company refocus on product evolution cited.

1/1/2024Net Worth: $2,200,000,000Source
Confidence
40%
2025Age 42

Profiles and bios updated citing continued CEO role at Dropbox

As of 2025 profiles continue to list Houston as Dropbox co-founder and CEO and a member of Facebook/Meta's board.

1/1/2025Net Worth: $2,200,000,000Source
Confidence
90%

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