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 | |
|---|---|---|---|---|---|---|
6001
Carlyle Secured Lending
CGBD
$702M
| $42K | ﹤0.01% |
+2,924
| New | +$40.7K |
|
6002
Essex Property Trust
ESS
$18.1B
| $42K | ﹤0.01% |
+182
| New | +$39.8K |
|
6003
PUT
The Honest Company
HNST
$409M
| $42K | ﹤0.01% |
25,200
-3,200
| -11% | -$5.45K |
|
6004
CALL
Huazhu Hotels Group
HTHT
$13B
| $42K | ﹤0.01% |
1,100
-20,900
| -95% | -$908K |
|
|
6005
PUT
Huazhu Hotels Group
HTHT
$13B
| $42K | ﹤0.01% |
1,100
-13,200
| -92% | -$574K |
|
6006
CALL
Karyopharm Therapeutics
KPTI
$159M
| $42K | ﹤0.01% |
1,593
+960
| +152% | +$41.3K |
|
6007
PUT
Kura Oncology
KURA
$826M
| $42K | ﹤0.01% |
+4,000
| New | +$47.3K |
|
6008
PUT
Myers Industries
MYE
$1.24B
| $42K | ﹤0.01% |
+2,200
| New | +$43.2K |
|
6009
PUT
Ouster
OUST
$2.39B
| $42K | ﹤0.01% |
8,600
+8,350
| +3,340% | +$43.6K |
|
6010
CALL
Ryder
R
$9.9B
| $42K | ﹤0.01% |
500
-2,500
| -83% | -$206K |
|
6011
Sturm, Ruger & Co
RGR
$624M
| $42K | ﹤0.01% |
807
+229
| +40% | +$12.5K |
|
6012
PUT
Scholastic
SCHL
$789M
| $42K | ﹤0.01% |
1,100
+400
| +57% | +$15.5K |
|
6013
PUT
Silgan Holdings
SLGN
$4.34B
| $42K | ﹤0.01% |
900
+800
| +800% | +$38.9K |
|
6014
CALL
VEON
VEON
$3.66B
| $42K | ﹤0.01% |
2,100
-10,000
| -83% | -$193K |
|
6015
CALL
Vitesse Energy
VTS
$636M
| $42K | ﹤0.01% |
+1,900
| New | +$39.6K |
|
6016
Vanguard Morningstar Large-Cap ETF
VV
$52.1B
| $42K | ﹤0.01% |
+210
| New | +$40.3K |
|
|
UCB
6017
CALL
United Community Banks
UCB
$4.23B
| $42K | ﹤0.01% |
1,700
-500
| -23% | -$12.4K |
|
|
ME
6018
PUT
DELISTED
23andMe Holding Co
ME
| $42K | ﹤0.01% |
1,215
-60
| -5% | -$2.39K |
|
|
TAST
6019
DELISTED
Carrols Restaurant Group, Inc.
TAST
| $42K | ﹤0.01% |
+8,526
| New | +$38.6K |
|
|
AFCG
6020
PUT
AFC Gamma
AFCG
$61.1M
| $41K | ﹤0.01% |
4,821
-1,900
| -28% | -$15.4K |
|
6021
PUT
AvePoint
AVPT
$2.72B
| $41K | ﹤0.01% |
7,200
+3,300
| +85% | +$17.4K |
|
6022
PUT
Brown & Brown
BRO
$23.7B
| $41K | ﹤0.01% |
600
+500
| +500% | +$31.8K |
|
6023
CALL
Cars.com
CARS
$664M
| $41K | ﹤0.01% |
2,100
+700
| +50% | +$13.2K |
|
6024
Columbia Sportswear
COLM
$3.21B
| $41K | ﹤0.01% |
+531
| New | +$42.8K |
|
6025
CALL
Castle Biosciences
CSTL
$813M
| $41K | ﹤0.01% |
3,000
+2,200
| +275% | +$44.6K |
|
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.