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 | |
|---|---|---|---|---|---|---|
126
PUT
MongoDB
MDB
$24.7B
| $110M | 0.09% |
266,800
-90,400
| -25% | -$26.4M |
|
|
127
PUT
Starbucks
SBUX
$119B
| $109M | 0.09% |
1,105,000
+57,800
| +6% | +$6M |
|
128
CALL
Mastercard
MA
$476B
| $109M | 0.09% |
277,300
-217,900
| -44% | -$81.8M |
|
129
PUT
Intel
INTC
$530B
| $109M | 0.09% |
3,249,600
+28,200
| +0.9% | +$885K |
|
|
XYZ
130
CALL
Block Inc
XYZ
$47.8B
| $108M | 0.09% |
1,623,600
-592,000
| -27% | -$37M |
|
131
PUT
Qualcomm
QCOM
$183B
| $107M | 0.09% |
902,800
-242,200
| -21% | -$27.8M |
|
|
UWC
132
CALL
DELISTED
PROSHARES TR ULTRA RUSSELL3000
UWC
| $107M | 0.09% |
2,560,200
-162,900
| -6% | -$6.79M |
|
133
PUT
Procter & Gamble
PG
$345B
| $106M | 0.09% |
701,200
-95,500
| -12% | -$14.4M |
|
134
CALL
Caterpillar
CAT
$410B
| $104M | 0.09% |
424,100
-139,100
| -25% | -$31M |
|
135
PUT
Occidental Petroleum
OXY
$56.2B
| $104M | 0.09% |
1,770,600
-36,700
| -2% | -$2.2M |
|
136
CALL
Devon Energy
DVN
$50.9B
| $103M | 0.09% |
2,140,100
+442,800
| +26% | +$22.3M |
|
137
CALL
Coca-Cola
KO
$353B
| $102M | 0.08% |
1,693,600
-358,100
| -17% | -$22.3M |
|
|
138
iShares 20+ Year Treasury Bond ETF
TLT
$42.3B
| $101M | 0.08% |
980,958
+509,680
| +108% | +$52.9M |
|
139
PUT
Berkshire Hathaway Class B
BRK.B
$1.06T
| $101M | 0.08% |
296,100
-141,200
| -32% | -$46.1M |
|
140
PUT
Oracle
ORCL
$366B
| $101M | 0.08% |
845,000
+112,100
| +15% | +$11.6M |
|
141
PUT
Vanguard S&P 500 ETF
VOO
$981B
| $98.8M | 0.08% |
415,900
-225,900
| -35% | -$87.1M |
|
142
PUT
ProShares Ultra Bloomberg Natural Gas
BOIL
$405M
| $97.9M | 0.08% |
218,930
+209,718
| +2,277% | +$131M |
|
|
143
CALL
Qualcomm
QCOM
$183B
| $97.3M | 0.08% |
817,800
-217,600
| -21% | -$25M |
|
144
PUT
iShares MSCI Australia ETF
EWA
$1.34B
| $97.3M | 0.08% |
2,951,300
-1,386,400
| -32% | -$31.7M |
|
145
PUT
Chipotle Mexican Grill
CMG
$42.7B
| $97.3M | 0.08% |
2,275,000
-1,865,000
| -45% | -$73.8M |
|
146
PUT
Pinduoduo
PDD
$121B
| $94.8M | 0.08% |
1,370,600
-380,100
| -22% | -$26.1M |
|
|
147
CALL
Vanguard S&P 500 ETF
VOO
$981B
| $94.7M | 0.08% |
401,400
+103,500
| +35% | +$39.9M |
|
|
UWC
148
PUT
DELISTED
PROSHARES TR ULTRA RUSSELL3000
UWC
| $94.5M | 0.08% |
2,285,700
-457,100
| -17% | -$18.9M |
|
149
CALL
Super Micro Computer
SMCI
$16.5B
| $94.5M | 0.08% |
3,790,000
+1,312,000
| +53% | +$22M |
|
150
PUT
Mercado Libre
MELI
$92.4B
| $94.1M | 0.08% |
79,400
+52,000
| +190% | +$65.4M |
|
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.