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 | |
|---|---|---|---|---|---|---|
1601
CALL
Option Care Health
OPCH
$3.4B
| $3.23M | ﹤0.01% |
99,400
+97,800
| +6,113% | +$2.95M |
|
1602
W.P. Carey
WPC
$17.1B
| $3.22M | ﹤0.01% |
+48,716
| New | +$3.39M |
|
1603
PUT
Alpha Metallurgical Resources
AMR
$1.82B
| $3.22M | ﹤0.01% |
19,600
-900
| -4% | -$138K |
|
1604
GXO Logistics
GXO
$6.06B
| $3.21M | ﹤0.01% |
51,149
+40,844
| +396% | +$2.29M |
|
1605
PUT
State Street
STT
$50.9B
| $3.21M | ﹤0.01% |
43,900
-8,800
| -17% | -$633K |
|
|
ETRN
1606
DELISTED
Equitrans Midstream Corporation Common Stock
ETRN
| $3.21M | ﹤0.01% |
335,974
+255,349
| +317% | +$1.71M |
|
1607
PUT
FIVE9
FIVN
$1.77B
| $3.21M | ﹤0.01% |
38,900
-5,600
| -13% | -$376K |
|
1608
CALL
Textron
TXT
$16.6B
| $3.2M | ﹤0.01% |
47,300
-1,000
| -2% | -$66K |
|
1609
PUT
Trane Technologies
TT
$106B
| $3.19M | ﹤0.01% |
16,700
+7,800
| +88% | +$1.38M |
|
1610
CALL
Restaurant Brands International
QSR
$25.1B
| $3.19M | ﹤0.01% |
41,200
-65,100
| -61% | -$4.7M |
|
1611
CALL
Avantor
AVTR
$7.81B
| $3.19M | ﹤0.01% |
155,400
-35,800
| -19% | -$724K |
|
1612
PUT
Green Plains
GPRE
$1.19B
| $3.19M | ﹤0.01% |
99,000
+35,400
| +56% | +$1.12M |
|
1613
PUT
MSCI
MSCI
$40B
| $3.19M | ﹤0.01% |
6,800
| – | – |
|
|
RETA
1614
CALL
DELISTED
Reata Pharmaceuticals, Inc. Class A Common Stock
RETA
| $3.19M | ﹤0.01% |
31,300
-63,000
| -67% | -$5.96M |
|
1615
CALL
Intercontinental Exchange
ICE
$82.4B
| $3.19M | ﹤0.01% |
28,200
-79,100
| -74% | -$8.57M |
|
1616
CALL
Blackstone Mortgage Trust
BXMT
$2.82B
| $3.18M | ﹤0.01% |
153,000
+52,100
| +52% | +$958K |
|
1617
Direxion Daily 20+ Year Treasury Bull 3X ETF
TMF
$2.22B
| $3.18M | ﹤0.01% |
40,820
-92
| -0.2% | -$7.53K |
|
1618
PUT
Hubbell
HUBB
$25.7B
| $3.18M | ﹤0.01% |
+9,600
| New | +$2.66M |
|
1619
W.W. Grainger
GWW
$65.3B
| $3.18M | ﹤0.01% |
4,035
+3,082
| +323% | +$2.12M |
|
1620
Deere & Co
DE
$170B
| $3.16M | ﹤0.01% |
7,810
-41,599
| -84% | -$15.9M |
|
1621
Baxter International
BAX
$11.6B
| $3.16M | ﹤0.01% |
69,348
-44,494
| -39% | -$1.94M |
|
|
VSXY
1622
CALL
Victoria's Secret
VSXY
$6.64B
| $3.15M | ﹤0.01% |
180,900
+123,500
| +215% | +$3.11M |
|
1623
PUT
WD-40
WDFC
$3.1B
| $3.15M | ﹤0.01% |
16,700
-1,600
| -9% | -$302K |
|
1624
PUT
AngloGold Ashanti
AU
$40.3B
| $3.15M | ﹤0.01% |
149,300
-28,500
| -16% | -$718K |
|
1625
CALL
Essential Utilities
WTRG
$11.2B
| $3.15M | ﹤0.01% |
78,900
-10,400
| -12% | -$436K |
|
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.