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 | |
|---|---|---|---|---|---|---|
2551
DraftKings
DKNG
$11.4B
| $1.05M | ﹤0.01% |
39,535
-479,468
| -92% | -$11M |
|
2552
Peloton Interactive
PTON
$2.63B
| $1.05M | ﹤0.01% |
+136,627
| New | +$1.16M |
|
|
HCP
2553
DELISTED
HashiCorp, Inc. Class A Common Stock
HCP
| $1.05M | ﹤0.01% |
40,108
-1,536
| -4% | -$45K |
|
2554
PUT
Valvoline
VVV
$4.97B
| $1.05M | ﹤0.01% |
27,900
+23,700
| +564% | +$861K |
|
2555
CALL
Clear Secure
YOU
$5.26B
| $1.04M | ﹤0.01% |
44,900
+7,400
| +20% | +$183K |
|
2556
CALL
Fortive
FTV
$19B
| $1.04M | ﹤0.01% |
18,445
+15,791
| +595% | +$797K |
|
|
BKI
2557
CALL
DELISTED
Black Knight, Inc. Common Stock
BKI
| $1.04M | ﹤0.01% |
17,400
+4,300
| +33% | +$241K |
|
2558
CALL
Vaxcyte
PCVX
$7.89B
| $1.04M | ﹤0.01% |
20,800
+6,400
| +44% | +$303K |
|
2559
iHeartMedia
IHRT
$535M
| $1.04M | ﹤0.01% |
+284,652
| New | +$946K |
|
2560
CALL
Omeros
OMER
$709M
| $1.04M | ﹤0.01% |
190,600
+160,400
| +531% | +$937K |
|
2561
Applovin
APP
$132B
| $1.03M | ﹤0.01% |
+40,239
| New | +$831K |
|
2562
CALL
JFrog
FROG
$9.71B
| $1.03M | ﹤0.01% |
37,400
+26,400
| +240% | +$603K |
|
2563
PUT
Madison Square Garden
MSGS
$9.54B
| $1.03M | ﹤0.01% |
5,500
-1,200
| -18% | -$227K |
|
2564
CALL
Microvision
MVIS
$88.2M
| $1.03M | ﹤0.01% |
225,800
+8,900
| +4% | +$31.1K |
|
2565
PUT
Vail Resorts
MTN
$5.19B
| $1.03M | ﹤0.01% |
4,100
-27,200
| -87% | -$6.63M |
|
2566
PUT
Casella Waste Systems
CWST
$5.69B
| $1.03M | ﹤0.01% |
+11,400
| New | +$1.02M |
|
2567
CALL
Roivant Sciences
ROIV
$25.2B
| $1.03M | ﹤0.01% |
102,300
+26,900
| +36% | +$241K |
|
2568
Axsome Therapeutics
AXSM
$12.4B
| $1.03M | ﹤0.01% |
14,341
+13,781
| +2,461% | +$1.02M |
|
|
NNDM
2569
CALL
Nano Dimension
NNDM
$309M
| $1.03M | ﹤0.01% |
356,400
-98,500
| -22% | -$244K |
|
2570
PUT
Sprout Social
SPT
$455M
| $1.03M | ﹤0.01% |
22,300
+16,100
| +260% | +$766K |
|
2571
PUT
AST SpaceMobile
ASTS
$16.8B
| $1.03M | ﹤0.01% |
218,800
+195,700
| +847% | +$1.01M |
|
2572
CALL
Raymond James Financial
RJF
$32.5B
| $1.03M | ﹤0.01% |
9,900
-16,000
| -62% | -$1.49M |
|
2573
CALL
Evolv Technologies
EVLV
$943M
| $1.03M | ﹤0.01% |
171,000
+7,200
| +4% | +$34K |
|
2574
CALL
W.W. Grainger
GWW
$65.3B
| $1.02M | ﹤0.01% |
1,300
-3,200
| -71% | -$2.2M |
|
|
HIBB
2575
PUT
DELISTED
Hibbett, Inc. Common Stock
HIBB
| $1.02M | ﹤0.01% |
28,200
+7,300
| +35% | +$349K |
|
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.