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 | |
|---|---|---|---|---|---|---|
26
CALL
Alibaba
BABA
$283B
| $557M | 0.46% |
6,683,000
+526,400
| +9% | +$46.1M |
|
27
CALL
VanEck Gold Miners ETF
GDX
$22.7B
| $473M | 0.39% |
8,136,100
+270,400
| +3% | +$8.81M |
|
28
CALL
Advanced Micro Devices
AMD
$888B
| $468M | 0.38% |
4,108,200
-83,700
| -2% | -$8.7M |
|
|
29
PUT
Advanced Micro Devices
AMD
$888B
| $453M | 0.37% |
3,975,700
-438,000
| -10% | -$45.6M |
|
30
PUT
SPDR Gold Trust
GLD
$132B
| $427M | 0.35% |
2,394,200
-1,768,900
| -42% | -$325M |
|
31
CALL
Broadcom
AVGO
$1.84T
| $415M | 0.34% |
4,789,000
+1,670,000
| +54% | +$119M |
|
|
32
PUT
VanEck Gold Miners ETF
GDX
$22.7B
| $407M | 0.33% |
5,170,400
-285,600
| -5% | -$9.31M |
|
33
PUT
State Street SPDR Dow Jones Industrial Average ETF Trust
DIA
$46B
| $351M | 0.29% |
1,021,400
-847,600
| -45% | -$285M |
|
|
34
PUT
Broadcom
AVGO
$1.84T
| $349M | 0.29% |
4,025,000
-99,000
| -2% | -$7.06M |
|
35
PUT
State Street SPDR NYSE Technology ETF
XNTK
$2.16B
| $346M | 0.28% |
6,288,100
-2,513,500
| -29% | -$316M |
|
|
36
CALL
State Street SPDR Dow Jones Industrial Average ETF Trust
DIA
$46B
| $342M | 0.28% |
995,600
+33,300
| +3% | +$11.2M |
|
|
37
CALL
Adobe
ADBE
$90.3B
| $329M | 0.27% |
672,300
+244,100
| +57% | +$98.3M |
|
38
PUT
Salesforce
CRM
$139B
| $313M | 0.26% |
1,481,900
-237,400
| -14% | -$48.5M |
|
39
CALL
JPMorgan Chase
JPM
$901B
| $308M | 0.25% |
2,384,000
-1,071,500
| -31% | -$147M |
|
|
40
PUT
JPMorgan Chase
JPM
$901B
| $289M | 0.24% |
1,984,200
-761,200
| -28% | -$105M |
|
|
41
PUT
Adobe
ADBE
$90.3B
| $289M | 0.24% |
590,000
+23,100
| +4% | +$9.31M |
|
42
PUT
Boeing
BA
$161B
| $273M | 0.22% |
1,295,200
+294,100
| +29% | +$61.1M |
|
43
PUT
iShares Morningstar Value ETF
ILCV
$1.3B
| $263M | 0.22% |
3,362,500
-514,600
| -13% | -$33.1M |
|
44
PUT
Booking.com
BKNG
$139B
| $256M | 0.21% |
2,367,500
+1,335,000
| +129% | +$141M |
|
|
45
PUT
Alibaba
BABA
$283B
| $240M | 0.2% |
2,881,800
-332,800
| -10% | -$29.1M |
|
|
46
CALL
Boeing
BA
$161B
| $237M | 0.19% |
1,120,900
-6,200
| -0.6% | -$1.29M |
|
|
47
CALL
State Street SPDR NYSE Technology ETF
XNTK
$2.16B
| $231M | 0.19% |
4,569,700
-1,169,800
| -20% | -$147M |
|
48
CALL
TSMC
TSM
$2.2T
| $224M | 0.18% |
2,218,300
+490,300
| +28% | +$45.6M |
|
49
CALL
UnitedHealth
UNH
$396B
| $223M | 0.18% |
463,400
+124,600
| +37% | +$60.9M |
|
50
CALL
Walt Disney
DIS
$167B
| $221M | 0.18% |
2,470,600
+944,100
| +62% | +$89.4M |
|
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.