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 | |
|---|---|---|---|---|---|---|
301
CALL
Strategy Inc
MSTR
$36.3B
| $44M | 0.04% |
1,286,000
+26,000
| +2% | +$788K |
|
|
SPLK
302
CALL
DELISTED
Splunk Inc
SPLK
| $44M | 0.04% |
414,400
+139,900
| +51% | +$13.3M |
|
303
PUT
Accenture
ACN
$85.6B
| $43.8M | 0.04% |
142,000
+2,500
| +2% | +$726K |
|
304
PUT
Norwegian Cruise Line
NCLH
$8.98B
| $43.8M | 0.04% |
2,010,600
-161,600
| -7% | -$2.47M |
|
305
PUT
Direxion Daily Technology Bull 3x ETF
TECL
$5.62B
| $43.7M | 0.04% |
1,672,600
+248,900
| +17% | +$10.3M |
|
306
CALL
NextEra Energy
NEE
$187B
| $43.7M | 0.04% |
589,100
+239,600
| +69% | +$18.1M |
|
307
PUT
Direxion Daily S&P Oil & Gas Exp. & Prod. Bull 2X ETF
GUSH
$254M
| $43.6M | 0.04% |
4,430,800
+1,603,600
| +57% | +$46.8M |
|
308
PUT
Baidu
BIDU
$36.7B
| $43.5M | 0.04% |
317,500
-95,500
| -23% | -$12.5M |
|
309
PUT
Cloudflare
NET
$96.3B
| $43.3M | 0.04% |
663,100
+115,300
| +21% | +$6.88M |
|
|
310
PayPal
PYPL
$49B
| $43.3M | 0.04% |
649,226
+612,382
| +1,662% | +$41.7M |
|
311
CALL
Constellation Brands
STZ
$22.5B
| $43.3M | 0.04% |
175,800
+30,000
| +21% | +$7.02M |
|
312
PUT
C3.ai
AI
$1.25B
| $42.7M | 0.04% |
1,172,400
+750,300
| +178% | +$21.1M |
|
313
CALL
Thermo Fisher Scientific
TMO
$196B
| $42M | 0.03% |
80,500
-100
| -0.1% | -$54K |
|
314
CALL
Rivian
RIVN
$24.9B
| $41.9M | 0.03% |
2,516,300
-25,200
| -1% | -$352K |
|
|
315
CALL
Baidu
BIDU
$36.7B
| $41.9M | 0.03% |
306,100
-148,200
| -33% | -$19.4M |
|
316
PUT
Twilio
TWLO
$28B
| $41.7M | 0.03% |
654,700
-81,200
| -11% | -$4.79M |
|
317
PUT
Marriott International
MAR
$97.7B
| $41.1M | 0.03% |
223,700
+59,100
| +36% | +$10.3M |
|
318
CALL
Snap
SNAP
$7.64B
| $41.1M | 0.03% |
3,468,000
-850,500
| -20% | -$8.54M |
|
319
PUT
Li Auto
LI
$12.1B
| $40.8M | 0.03% |
1,163,700
+395,200
| +51% | +$11.1M |
|
320
PUT
EOG Resources
EOG
$77.3B
| $40.6M | 0.03% |
355,000
+60,800
| +21% | +$6.94M |
|
321
CALL
Valero Energy
VLO
$92.5B
| $40.6M | 0.03% |
346,300
-215,800
| -38% | -$25.1M |
|
322
CALL
Arista Networks
ANET
$221B
| $40.5M | 0.03% |
1,000,800
+158,800
| +19% | +$6.14M |
|
323
PUT
Zoom
ZM
$25.3B
| $40.4M | 0.03% |
594,700
-138,900
| -19% | -$9.29M |
|
324
PUT
Autodesk
ADSK
$42.8B
| $40.3M | 0.03% |
197,100
-111,400
| -36% | -$22.3M |
|
|
NVO
325
PUT
Novo Nordisk
NVO
$213B
| $40.2M | 0.03% |
496,800
+253,400
| +104% | +$20.7M |
|
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.