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 | |
|---|---|---|---|---|---|---|
551
CALL
Tyler Technologies
TYL
$11.7B
| $21.5M | 0.02% |
51,700
+51,300
| +12,825% | +$19.8M |
|
552
Boeing
BA
$164B
| $21.5M | 0.02% |
101,922
+98,722
| +3,085% | +$20.5M |
|
553
CALL
Tyson Foods
TSN
$20.1B
| $21.5M | 0.02% |
421,500
+106,700
| +34% | +$5.81M |
|
554
CALL
EQT Corp
EQT
$33.8B
| $21.5M | 0.02% |
521,600
-584,800
| -53% | -$20.7M |
|
555
PUT
Best Buy
BBY
$18.4B
| $21.3M | 0.02% |
260,300
+31,200
| +14% | +$2.33M |
|
556
CALL
Vanguard Consumer Discretionary ETF
VCR
$6.07B
| $21.3M | 0.02% |
54,300
-8,100
| -13% | -$2.09M |
|
557
PUT
Akamai
AKAM
$18.1B
| $21.2M | 0.02% |
236,300
-27,100
| -10% | -$2.32M |
|
558
PUT
Linde
LIN
$235B
| $21.2M | 0.02% |
55,700
-107,700
| -66% | -$39.3M |
|
559
PUT
Halliburton
HAL
$27.6B
| $21.1M | 0.02% |
639,800
+91,500
| +17% | +$2.89M |
|
560
PUT
Five Below
FIVE
$11.3B
| $21.1M | 0.02% |
107,200
+9,300
| +9% | +$1.82M |
|
561
CALL
Blackrock
BLK
$164B
| $20.9M | 0.02% |
30,300
-51,700
| -63% | -$34.6M |
|
562
PUT
GameStop
GME
$9.69B
| $20.8M | 0.02% |
858,900
-360,700
| -30% | -$8.1M |
|
563
PUT
BILL Holdings
BILL
$4.17B
| $20.8M | 0.02% |
177,800
-9,900
| -5% | -$940K |
|
564
PUT
Toll Brothers
TOL
$13.9B
| $20.7M | 0.02% |
262,400
+28,600
| +12% | +$1.92M |
|
565
PUT
AutoZone
AZO
$48.5B
| $20.7M | 0.02% |
8,300
-6,500
| -44% | -$16.6M |
|
566
CALL
Wheaton Precious Metals
WPM
$50.6B
| $20.6M | 0.02% |
525,900
-128,900
| -20% | -$6.13M |
|
567
CALL
TJX Companies
TJX
$172B
| $20.6M | 0.02% |
243,000
-382,900
| -61% | -$30.2M |
|
568
PUT
Lucid Motors
LCID
$2.65B
| $20.5M | 0.02% |
297,710
+155,220
| +109% | +$11.1M |
|
569
CALL
HubSpot
HUBS
$10.5B
| $20.5M | 0.02% |
38,500
+18,600
| +93% | +$8.72M |
|
570
PUT
Diamondback Energy
FANG
$57.1B
| $20.4M | 0.02% |
155,300
-175,700
| -53% | -$23.5M |
|
571
CALL
Stryker
SYK
$119B
| $20.3M | 0.02% |
66,700
+16,700
| +33% | +$4.82M |
|
572
CALL
Okta
OKTA
$23.8B
| $20.3M | 0.02% |
293,100
-147,400
| -33% | -$11.2M |
|
573
CALL
Boston Scientific
BSX
$63.9B
| $20.2M | 0.02% |
374,200
+180,000
| +93% | +$9.4M |
|
|
SHNY
574
CALL
DELISTED
Direxion Daily Silver Miners Index Bull 2X Shares
SHNY
| $20.2M | 0.02% |
1,352,100
-40,000
| -3% | -$597K |
|
|
PARA
575
PUT
DELISTED
Paramount Global Class B
PARA
| $20.2M | 0.02% |
1,266,600
-857,200
| -40% | -$15.5M |
|
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.