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 | |
|---|---|---|---|---|---|---|
5901
PUT
Dorchester Minerals
DMLP
$1.33B
| $47K | ﹤0.01% |
1,600
-3,500
| -69% | -$103K |
|
5902
PUT
FIGS
FIGS
$1.77B
| $47K | ﹤0.01% |
5,700
-35,600
| -86% | -$271K |
|
5903
CALL
Flowers Foods
FLO
$1.47B
| $47K | ﹤0.01% |
1,900
-3,000
| -61% | -$79.5K |
|
5904
CALL
Getty Images
GETY
$153M
| $47K | ﹤0.01% |
9,700
-38,100
| -80% | -$218K |
|
5905
PUT
Goldman Sachs BDC
GSBD
$968M
| $47K | ﹤0.01% |
3,400
-5,100
| -60% | -$69.3K |
|
5906
PUT
Innoviva
INVA
$1.55B
| $47K | ﹤0.01% |
+3,700
| New | +$46.3K |
|
5907
Kura Oncology
KURA
$795M
| $47K | ﹤0.01% |
+4,443
| New | +$52.5K |
|
5908
Lexicon Pharmaceuticals
LXRX
$1.03B
| $47K | ﹤0.01% |
20,926
-24,698
| -54% | -$65.6K |
|
5909
PUT
Phillips Edison & Co
PECO
$5.45B
| $47K | ﹤0.01% |
1,400
-600
| -30% | -$18.7K |
|
5910
Riley Exploration Permian
REPX
$743M
| $47K | ﹤0.01% |
1,326
+863
| +186% | +$33.7K |
|
5911
PUT
Sonoco
SON
$5.57B
| $47K | ﹤0.01% |
800
-1,100
| -58% | -$66.2K |
|
|
KLRS
5912
PUT
Kalaris Therapeutics
KLRS
$84.5M
| $47K | ﹤0.01% |
+604
| New | +$57.4K |
|
|
DOC
5913
PUT
DELISTED
PHYSICIANS REALTY TRUST
DOC
| $47K | ﹤0.01% |
3,400
-10,200
| -75% | -$145K |
|
5914
PUT
Brown-Forman Class B
BF.B
$13.2B
| $46K | ﹤0.01% |
700
+200
| +40% | +$12.8K |
|
5915
Bitwise Crypto Industry Innovators ETF
BITQ
$384M
| $46K | ﹤0.01% |
5,720
+5,097
| +818% | +$34.1K |
|
5916
PUT
Cerus
CERS
$431M
| $46K | ﹤0.01% |
18,700
+900
| +5% | +$2.14K |
|
5917
CALL
CryoPort
CYRX
$759M
| $46K | ﹤0.01% |
2,700
+2,400
| +800% | +$49.1K |
|
|
EARN
5918
CALL
Ellington Residential Mortgage REIT
EARN
$163M
| $46K | ﹤0.01% |
6,400
-1,900
| -23% | -$13.5K |
|
5919
CALL
Euronet Worldwide
EEFT
$2.76B
| $46K | ﹤0.01% |
400
+300
| +300% | +$33.5K |
|
5920
Hilton Grand Vacations
HGV
$3.63B
| $46K | ﹤0.01% |
1,034
-706
| -41% | -$31.5K |
|
|
DFTX
5921
PUT
Definium Therapeutics
DFTX
$5.83B
| $46K | ﹤0.01% |
13,000
+5,300
| +69% | +$18.3K |
|
|
MSB
5922
PUT
Mesabi Trust
MSB
$290M
| $46K | ﹤0.01% |
2,300
+1,600
| +229% | +$34.4K |
|
5923
CALL
ONE Gas
OGS
$4.87B
| $46K | ﹤0.01% |
600
-8,700
| -94% | -$695K |
|
5924
CALL
Scholastic
SCHL
$767M
| $46K | ﹤0.01% |
1,200
+1,000
| +500% | +$38.8K |
|
|
AAC
5925
DELISTED
Ares Acquisition Corporation
AAC
| $46K | ﹤0.01% |
4,446
+92
| +2% | +$960 |
|
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.