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 | |
|---|---|---|---|---|---|---|
76
CALL
Target
TGT
$63.4B
| $158M | 0.13% |
1,196,100
+752,500
| +170% | +$112M |
|
77
PUT
Johnson & Johnson
JNJ
$599B
| $157M | 0.13% |
949,500
+146,900
| +18% | +$23.7M |
|
|
78
PUT
Target
TGT
$63.4B
| $154M | 0.13% |
1,167,400
+473,500
| +68% | +$70.3M |
|
79
CALL
Berkshire Hathaway Class B
BRK.B
$1.06T
| $151M | 0.12% |
443,500
-82,800
| -16% | -$27M |
|
80
CALL
Goldman Sachs
GS
$320B
| $151M | 0.12% |
468,800
-297,800
| -39% | -$97.9M |
|
81
PUT
Coinbase
COIN
$46.3B
| $149M | 0.12% |
2,083,200
-334,500
| -14% | -$20M |
|
82
PUT
Royal Caribbean
RCL
$77.2B
| $146M | 0.12% |
1,407,800
-265,700
| -16% | -$20.8M |
|
83
PUT
Home Depot
HD
$332B
| $146M | 0.12% |
469,400
-397,500
| -46% | -$117M |
|
84
CALL
Eli Lilly
LLY
$1.02T
| $146M | 0.12% |
310,700
+95,200
| +44% | +$39.9M |
|
85
CALL
Visa
V
$677B
| $146M | 0.12% |
613,300
-68,500
| -10% | -$15.7M |
|
86
CALL
State Street SPDR Portfolio Short Term Treasury ETF
SPTS
$6.07B
| $144M | 0.12% |
1,169,500
+177,700
| +18% | +$5.16M |
|
87
PUT
Wells Fargo
WFC
$261B
| $142M | 0.12% |
3,322,000
+212,500
| +7% | +$8.55M |
|
88
PUT
ExxonMobil
XOM
$629B
| $139M | 0.11% |
1,293,700
-385,400
| -23% | -$42.1M |
|
89
CALL
Chevron
CVX
$381B
| $137M | 0.11% |
873,800
-47,000
| -5% | -$7.54M |
|
90
CALL
Procter & Gamble
PG
$345B
| $137M | 0.11% |
902,700
-184,700
| -17% | -$27.8M |
|
|
91
CALL
Coinbase
COIN
$46.3B
| $136M | 0.11% |
1,903,500
-399,000
| -17% | -$23.8M |
|
|
92
CALL
Walmart Inc
WMT
$878B
| $134M | 0.11% |
2,555,100
-1,955,400
| -43% | -$98.6M |
|
93
CALL
Nike
NKE
$63.7B
| $133M | 0.11% |
1,206,000
-30,600
| -2% | -$3.58M |
|
94
PUT
Snowflake
SNOW
$94.2B
| $133M | 0.11% |
755,700
-164,800
| -18% | -$26.8M |
|
95
CALL
Cisco
CSCO
$442B
| $130M | 0.11% |
2,520,500
-454,800
| -15% | -$22.4M |
|
96
CALL
AbbVie
ABBV
$448B
| $129M | 0.11% |
961,000
+231,900
| +32% | +$34M |
|
97
PUT
Caterpillar
CAT
$410B
| $129M | 0.11% |
525,000
-55,500
| -10% | -$12.4M |
|
98
CALL
ProShares Ultra Bloomberg Natural Gas
BOIL
$405M
| $129M | 0.11% |
279,920
+262,773
| +1,532% | +$164M |
|
99
CALL
iShares Morningstar Value ETF
ILCV
$1.3B
| $129M | 0.11% |
1,907,400
-932,900
| -33% | -$60.1M |
|
100
CALL
Costco
COST
$412B
| $128M | 0.11% |
238,600
-167,800
| -41% | -$84.9M |
|
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.