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 | |
|---|---|---|---|---|---|---|
1726
PUT
Chegg
CHGG
$108M
| $2.73M | ﹤0.01% |
307,700
+189,500
| +160% | +$2.3M |
|
1727
CALL
Leidos
LDOS
$14.1B
| $2.73M | ﹤0.01% |
30,800
+27,700
| +894% | +$2.36M |
|
|
FLNA
1728
PUT
Filana Therapeutics
FLNA
$43M
| $2.72M | ﹤0.01% |
110,900
+48,000
| +76% | +$1.16M |
|
1729
Truist Financial
TFC
$63.2B
| $2.72M | ﹤0.01% |
+89,598
| New | +$2.78M |
|
1730
CALL
Dole
DOLE
$1.35B
| $2.69M | ﹤0.01% |
199,200
+93,500
| +88% | +$1.2M |
|
1731
CALL
RUM Group Inc
RUM
$1.57B
| $2.69M | ﹤0.01% |
302,000
+43,300
| +17% | +$408K |
|
1732
CALL
UGI
UGI
$8B
| $2.69M | ﹤0.01% |
99,700
+65,600
| +192% | +$1.99M |
|
|
BNY
1733
Bank of New York Mellon
BNY
$108B
| $2.69M | ﹤0.01% |
60,324
+59,258
| +5,559% | +$2.54M |
|
1734
QuantumScape Corp
QS
$3B
| $2.69M | ﹤0.01% |
336,116
+333,286
| +11,777% | +$2.32M |
|
1735
CALL
Invesco CurrencyShares Canadian Dollar Trust
FXC
$69.2M
| $2.68M | ﹤0.01% |
36,300
-4,800
| -12% | -$350K |
|
1736
PUT
Johnson Controls International
JCI
$87.5B
| $2.68M | ﹤0.01% |
39,300
-5,900
| -13% | -$363K |
|
|
JNPR
1737
DELISTED
Juniper Networks
JNPR
| $2.68M | ﹤0.01% |
85,435
+76,305
| +836% | +$2.35M |
|
1738
Monolithic Power Systems
MPWR
$65.5B
| $2.67M | ﹤0.01% |
4,951
+4,615
| +1,374% | +$2.19M |
|
1739
PUT
Texas Roadhouse
TXRH
$12.7B
| $2.67M | ﹤0.01% |
23,800
-2,000
| -8% | -$220K |
|
1740
PUT
Charles River Laboratories
CRL
$10.9B
| $2.67M | ﹤0.01% |
12,700
-3,300
| -21% | -$657K |
|
1741
PUT
XPO
XPO
$25B
| $2.66M | ﹤0.01% |
50,200
+16,400
| +49% | +$743K |
|
1742
PUT
Celanese
CE
$5.09B
| $2.65M | ﹤0.01% |
22,900
+7,900
| +53% | +$856K |
|
1743
PUT
Intellia Therapeutics
NTLA
$1.5B
| $2.65M | ﹤0.01% |
64,900
+49,800
| +330% | +$2.02M |
|
1744
PUT
Abercrombie & Fitch
ANF
$4.17B
| $2.65M | ﹤0.01% |
70,200
+66,300
| +1,700% | +$1.89M |
|
1745
PUT
Trupanion
TRUP
$1.05B
| $2.64M | ﹤0.01% |
134,300
+111,700
| +494% | +$3.15M |
|
1746
PUT
SiTime
SITM
$16.6B
| $2.64M | ﹤0.01% |
22,400
+21,800
| +3,633% | +$2.38M |
|
1747
PUT
Xcel Energy
XEL
$51B
| $2.64M | ﹤0.01% |
42,500
+35,500
| +507% | +$2.37M |
|
1748
PUT
Rockwell Automation
ROK
$51.4B
| $2.63M | ﹤0.01% |
8,000
+1,000
| +14% | +$289K |
|
|
EXE
1749
PUT
Expand Energy Corp
EXE
$21.9B
| $2.63M | ﹤0.01% |
31,500
+7,600
| +32% | +$606K |
|
1750
PUT
Danaos Corp
DAC
$2.55B
| $2.62M | ﹤0.01% |
39,200
-12,000
| -23% | -$724K |
|
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.