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 | |
|---|---|---|---|---|---|---|
|
VMW
1151
DELISTED
VMware, Inc
VMW
| $6.33M | 0.01% |
44,078
+14,373
| +48% | +$1.87M |
|
|
SGEN
1152
PUT
DELISTED
Seagen Inc. Common Stock
SGEN
| $6.33M | 0.01% |
32,900
+13,600
| +70% | +$2.7M |
|
1153
CALL
Bunge Global
BG
$23.7B
| $6.33M | 0.01% |
67,100
-22,700
| -25% | -$2.11M |
|
1154
CALL
State Street SPDR S&P MIDCAP 400 ETF Trust
MDY
$26.9B
| $6.32M | 0.01% |
13,200
+6,600
| +100% | +$3M |
|
1155
CALL
Infosys
INFY
$43.2B
| $6.32M | 0.01% |
393,200
+198,400
| +102% | +$3.1M |
|
|
PPLC
1156
CALL
DELISTED
PortfolioPlus S&P 500 ETF
PPLC
| $6.31M | 0.01% |
658,200
+256,900
| +64% | +$2.46M |
|
|
1157
Alphabet (Google) Class A
GOOGL
$3.89T
| $6.31M | 0.01% |
52,720
+36,931
| +234% | +$4.25M |
|
1158
CALL
O'Reilly Automotive
ORLY
$71.4B
| $6.3M | 0.01% |
99,000
-135,000
| -58% | -$8.24M |
|
1159
PUT
Corpay
CPAY
$23.8B
| $6.3M | 0.01% |
25,100
+13,900
| +124% | +$3.17M |
|
1160
Alcoa
AA
$11.9B
| $6.3M | 0.01% |
+185,715
| New | +$6.75M |
|
1161
CALL
XPO
XPO
$25.1B
| $6.3M | 0.01% |
112,900
+65,600
| +139% | +$2.97M |
|
|
WBA
1162
DELISTED
Walgreens Boots Alliance
WBA
| $6.29M | 0.01% |
220,938
+138,666
| +169% | +$4.52M |
|
1163
PUT
Vanguard FTSE Europe ETF
VGK
$29.8B
| $6.29M | 0.01% |
111,200
-368,900
| -77% | -$22.9M |
|
1164
CALL
Polaris
PII
$4.13B
| $6.29M | 0.01% |
52,000
+10,400
| +25% | +$1.15M |
|
1165
PUT
Floor & Decor
FND
$5.73B
| $6.28M | 0.01% |
60,400
-85,500
| -59% | -$8.18M |
|
1166
CALL
Sysco
SYY
$39.1B
| $6.28M | 0.01% |
84,600
+26,600
| +46% | +$1.97M |
|
1167
CALL
Flex
FLEX
$46.9B
| $6.27M | 0.01% |
301,229
-176,491
| -37% | -$3.15M |
|
1168
PUT
Wyndham Hotels & Resorts
WH
$5.5B
| $6.27M | 0.01% |
91,400
+85,600
| +1,476% | +$5.84M |
|
1169
CALL
Fox Class B
FOX
$20.7B
| $6.26M | 0.01% |
184,300
+12,300
| +7% | +$373K |
|
|
SKX
1170
CALL
DELISTED
Skechers
SKX
| $6.26M | 0.01% |
118,800
+35,300
| +42% | +$1.81M |
|
1171
CALL
Hertz
HTZ
$603M
| $6.25M | 0.01% |
340,000
+122,000
| +56% | +$2M |
|
1172
CALL
Dutch Bros
BROS
$8.78B
| $6.25M | 0.01% |
219,600
+6,500
| +3% | +$193K |
|
|
UCD
1173
CALL
DELISTED
PROSHARES ULTRA BLOOMBERG COMMODITY
UCD
| $6.24M | 0.01% |
162,500
+400
| +0.2% | +$15.4K |
|
1174
CALL
PPG Industries
PPG
$25.4B
| $6.23M | 0.01% |
42,000
+8,600
| +26% | +$1.2M |
|
1175
CALL
Regions Financial
RF
$26.2B
| $6.22M | 0.01% |
349,300
-108,900
| -24% | -$1.92M |
|
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.