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 | |
|---|---|---|---|---|---|---|
426
PUT
Cintas
CTAS
$80.6B
| $29.3M | 0.02% |
235,600
+59,600
| +34% | +$6.99M |
|
427
PUT
Synopsys
SNPS
$72.3B
| $29.1M | 0.02% |
66,900
+50,400
| +305% | +$20.3M |
|
428
CALL
Dominion Energy
D
$62.5B
| $28.9M | 0.02% |
557,700
+252,700
| +83% | +$13.7M |
|
429
CALL
Regeneron Pharmaceuticals
REGN
$68.3B
| $28.8M | 0.02% |
40,100
-14,600
| -27% | -$11.3M |
|
430
PUT
Devon Energy
DVN
$51.8B
| $28.7M | 0.02% |
593,800
-65,100
| -10% | -$3.27M |
|
431
CALL
Sea Limited
SE
$64.2B
| $28.6M | 0.02% |
493,600
-144,000
| -23% | -$10.3M |
|
432
CALL
Marriott International
MAR
$97.5B
| $28.6M | 0.02% |
155,600
-95,900
| -38% | -$16.6M |
|
433
CALL
BILL Holdings
BILL
$4.17B
| $28.6M | 0.02% |
244,500
-19,900
| -8% | -$1.89M |
|
434
CALL
Cleveland-Cliffs
CLF
$5.39B
| $28.5M | 0.02% |
1,703,200
+508,000
| +43% | +$8.06M |
|
435
CALL
Eaton
ETN
$158B
| $28.5M | 0.02% |
141,900
+53,900
| +61% | +$9.48M |
|
436
PUT
Expedia Group
EXPE
$31.3B
| $28.5M | 0.02% |
260,400
+54,600
| +27% | +$5.35M |
|
437
PUT
Warner Bros
WBD
$64.8B
| $28.4M | 0.02% |
2,266,600
+392,600
| +21% | +$5.1M |
|
438
PUT
SLB Ltd
SLB
$71.3B
| $28.4M | 0.02% |
578,100
-366,200
| -39% | -$17.5M |
|
439
CALL
Atlassian
TEAM
$21.7B
| $28.1M | 0.02% |
167,200
+41,200
| +33% | +$6.6M |
|
440
PUT
Alcoa
AA
$12.2B
| $28M | 0.02% |
826,700
+112,100
| +16% | +$4.07M |
|
441
CALL
DexCom
DXCM
$27.6B
| $27.9M | 0.02% |
217,000
+75,500
| +53% | +$9.13M |
|
442
CALL
On Holding
ONON
$12.2B
| $27.9M | 0.02% |
844,500
-140,600
| -14% | -$4.28M |
|
443
CALL
Diamondback Energy
FANG
$57.1B
| $27.8M | 0.02% |
212,000
+13,000
| +7% | +$1.74M |
|
444
CALL
Petrobras
PBR
$122B
| $27.8M | 0.02% |
2,009,800
+175,600
| +10% | +$2.14M |
|
445
PUT
Dick's Sporting Goods
DKS
$18.8B
| $27.8M | 0.02% |
210,100
-160,000
| -43% | -$21.9M |
|
446
CALL
Nucor
NUE
$53.7B
| $27.4M | 0.02% |
167,200
-60,100
| -26% | -$8.77M |
|
|
MPT
447
PUT
Medical Properties Trust
MPT
$2.88B
| $27.4M | 0.02% |
2,958,300
+523,900
| +22% | +$4.43M |
|
448
CALL
Domino's
DPZ
$10.6B
| $27.4M | 0.02% |
81,200
-25,800
| -24% | -$8.14M |
|
449
PUT
Zillow
Z
$7.18B
| $27.3M | 0.02% |
545,700
+111,900
| +26% | +$5.15M |
|
450
PUT
BP
BP
$112B
| $27.2M | 0.02% |
771,600
-882,400
| -53% | -$32.7M |
|
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.