Simplex Trading Portfolio holdings
Simplex Trading, founded in 2004 and headquartered in Chicago, Illinois, is a technology-driven proprietary trading firm specializing in market-making and liquidity provision, primarily in U.S. equity options and futures options. Leveraging advanced proprietary software and data-driven analysis, the firm optimizes trading strategies and develops innovative solutions to capitalize on financial market opportunities, maintaining a competitive edge through automation and a collaborative team of technologists and traders. With a workforce exceeding 300 and led by CEO Erik Swanson since 2014, Simplex operates with a low-ego, high-intelligence culture, focusing on minimal bureaucracy and rapid execution, while also making strategic venture capital investments in fintech startups. Recognized as a top workplace in Chicago by Built In’s 2025 awards, Simplex continues to evolve, blending cutting-edge technology with a commitment to market efficiency and growth.
Top Buys
| Rank | Stock | Value |
|---|---|---|
| 1 |
Microsoft
MSFT
|
+$53.9M |
| 2 |
iShares 20+ Year Treasury Bond ETF
TLT
|
+$52.9M |
| 3 |
NVIDIA
NVDA
|
+$47.1M |
| 4 |
PayPal
PYPL
|
+$41.7M |
| 5 |
Alphabet (Google) Class C
GOOG
|
+$28.4M |
Top Sells
| Rank | Stock | Value |
|---|---|---|
| 1 |
Apple
AAPL
|
+$51.4M |
| 2 |
Walmart Inc
WMT
|
+$46.4M |
| 3 |
VanEck Oil Services ETF
OIH
|
+$34.2M |
| 4 |
Adobe
ADBE
|
+$33.5M |
| 5 |
Starbucks
SBUX
|
+$26.8M |
Sector Composition
| Rank | Sector | Weight |
|---|---|---|
| 1 | Technology | 0.41% |
| 2 | Healthcare | 0.21% |
| 3 | Consumer Discretionary | 0.21% |
| 4 | Communication Services | 0.2% |
| 5 | Financials | 0.15% |
| Name | Market Value | Portfolio Weight | Shares or Principal |
Change in Stake | Capital Flow | |
|---|---|---|---|---|---|---|
2001
Workiva
WK
$2.94B
| $1.93M | ﹤0.01% |
+18,988
| New | +$1.83M |
|
|
RDFN
2002
CALL
DELISTED
Redfin
RDFN
| $1.92M | ﹤0.01% |
154,900
+22,600
| +17% | +$220K |
|
2003
PUT
TAL Education Group
TAL
$5.71B
| $1.92M | ﹤0.01% |
322,600
-121,800
| -27% | -$729K |
|
2004
CALL
Magnite
MGNI
$2.65B
| $1.92M | ﹤0.01% |
140,800
+67,700
| +93% | +$754K |
|
|
HOLX
2005
PUT
DELISTED
Hologic
HOLX
| $1.92M | ﹤0.01% |
23,700
+18,200
| +331% | +$1.49M |
|
2006
Ametek
AME
$55.5B
| $1.92M | ﹤0.01% |
+11,830
| New | +$1.73M |
|
2007
CALL
Valley National Bancorp
VLY
$7.93B
| $1.9M | ﹤0.01% |
245,700
+193,400
| +370% | +$1.54M |
|
2008
First Majestic Silver
AG
$8.05B
| $1.9M | ﹤0.01% |
336,758
-37,378
| -10% | -$240K |
|
2009
CALL
California Resources
CRC
$4.75B
| $1.9M | ﹤0.01% |
42,000
+13,300
| +46% | +$540K |
|
2010
CALL
Algoma Steel
ASTL
$455M
| $1.9M | ﹤0.01% |
267,800
-41,800
| -14% | -$310K |
|
2011
CALL
Teradata
TDC
$2.68B
| $1.9M | ﹤0.01% |
35,600
+25,900
| +267% | +$1.17M |
|
2012
PUT
Ventas
VTR
$48.9B
| $1.9M | ﹤0.01% |
40,200
+9,200
| +30% | +$417K |
|
2013
CALL
Antero Midstream
AM
$10.8B
| $1.89M | ﹤0.01% |
163,000
-46,800
| -22% | -$497K |
|
2014
Vornado Realty Trust
VNO
$7.47B
| $1.89M | ﹤0.01% |
104,116
+61,000
| +141% | +$898K |
|
2015
PUT
Elanco Animal Health
ELAN
$12.4B
| $1.89M | ﹤0.01% |
187,500
+43,300
| +30% | +$402K |
|
2016
PUT
ICICI Bank
IBN
$106B
| $1.89M | ﹤0.01% |
81,700
+43,100
| +112% | +$975K |
|
2017
PUT
Conagra Brands
CAG
$7.07B
| $1.88M | ﹤0.01% |
55,900
-1,700
| -3% | -$61.4K |
|
|
NS
2018
CALL
DELISTED
NuStar Energy L.P.
NS
| $1.88M | ﹤0.01% |
109,800
+69,800
| +175% | +$1.14M |
|
|
EMBJ
2019
CALL
Embraer S.A. ADS
EMBJ
$11.6B
| $1.87M | ﹤0.01% |
121,100
-37,300
| -24% | -$568K |
|
2020
CALL
ArcelorMittal
MT
$50.4B
| $1.87M | ﹤0.01% |
68,500
-197,000
| -74% | -$5.41M |
|
2021
CALL
Invesco CurrencyShares British Pound Sterling Trust
FXB
$76.9M
| $1.87M | ﹤0.01% |
15,300
+7,600
| +99% | +$915K |
|
2022
Maravai LifeSciences
MRVI
$997M
| $1.87M | ﹤0.01% |
150,350
+149,533
| +18,303% | +$2.02M |
|
2023
CALL
Eve Holding
EVEX
$798M
| $1.86M | ﹤0.01% |
177,900
+41,600
| +31% | +$346K |
|
2024
Cencora
COR
$60.3B
| $1.86M | ﹤0.01% |
9,685
+1,164
| +14% | +$201K |
|
2025
Airbnb
ABNB
$83.7B
| $1.86M | ﹤0.01% |
14,515
+9,832
| +210% | +$1.15M |
|
Similar funds
Simplex Trading's Q2 2023 Portfolio in Review
As of Q2 2023, Simplex Trading held 10,535 positions worth $122B, up 6.9% from $114B the previous quarter. Its ten largest holdings account for 43% of the portfolio.
Simplex Trading's Q2 2023 filing shows 1,474 new, 3,350 increased, 3,913 reduced and 1,517 closed positions. Its largest new stake was Microsoft: 171,935 shares worth $58.5M. The largest sale was Apple, an estimated $51.4M.
By sector, the portfolio is most concentrated in Technology at 0.41% of assets, down from 0.42% a quarter earlier, followed by Healthcare and Consumer Discretionary.
- Simplex Trading's largest Q2 2023 buy was Microsoft: 171,935 shares worth $58.5M.
- Simplex Trading added most to iShares 20+ Year Treasury Bond ETF in Q2 2023, an estimated $52.9M increase.
- Simplex Trading's biggest Q2 2023 reduction was Adobe, cutting an estimated $33.5M.
- Simplex Trading fully exited Apple in Q2 2023, selling an estimated $51.4M.
- Simplex Trading's ten largest holdings make up 43% of its $122B portfolio in Q2 2023.
- Simplex Trading opened 1,474 new positions and closed 1,517 in Q2 2023.
- Simplex Trading's portfolio value rose 6.9% quarter-over-quarter to $122B.
Based on Simplex Trading's 13F filing for Q2 2023, filed 4 Aug 2023.