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 | |
|---|---|---|---|---|---|---|
651
CALL
Martin Marietta Materials
MLM
$33.1B
| $16.9M | 0.01% |
36,500
+12,800
| +54% | +$5.05M |
|
652
CALL
Darden Restaurants
DRI
$22.2B
| $16.7M | 0.01% |
100,100
+40,800
| +69% | +$6.41M |
|
653
CALL
Caesars Entertainment
CZR
$6.1B
| $16.7M | 0.01% |
328,000
-34,700
| -10% | -$1.58M |
|
654
CALL
Best Buy
BBY
$18.4B
| $16.7M | 0.01% |
204,000
-25,900
| -11% | -$1.93M |
|
655
PUT
iPath Series B S&P 500 VIX Short-Term Futures ETN
VXX
$156M
| $16.6M | 0.01% |
165,525
+61,675
| +59% | +$8.7M |
|
|
656
CALL
iPath Series B S&P 500 VIX Short-Term Futures ETN
VXX
$156M
| $16.5M | 0.01% |
165,400
+75,225
| +83% | +$10.6M |
|
657
PUT
VF Corp
VFC
$6.74B
| $16.5M | 0.01% |
863,900
+545,100
| +171% | +$11.2M |
|
|
B
658
Barrick Mining
B
$62.8B
| $16.5M | 0.01% |
973,437
+204,065
| +27% | +$3.72M |
|
659
PUT
iShares Core MSCI Emerging Markets ETF
IEMG
$153B
| $16.4M | 0.01% |
274,100
-18,000
| -6% | -$879K |
|
660
CALL
Cummins
CMI
$91.2B
| $16.4M | 0.01% |
66,700
-50,900
| -43% | -$11.5M |
|
|
WCC
661
CALL
WESCO International
WCC
$16.1B
| $16.3M | 0.01% |
91,300
+61,200
| +203% | +$8.92M |
|
662
PUT
Celsius Holdings
CELH
$7.28B
| $16.3M | 0.01% |
328,200
-22,800
| -6% | -$907K |
|
663
PUT
United States Oil Fund
USO
$2.36B
| $16.3M | 0.01% |
256,500
-105,700
| -29% | -$6.89M |
|
664
PUT
Vale
VALE
$63.2B
| $16.2M | 0.01% |
1,209,700
+315,600
| +35% | +$4.47M |
|
665
CALL
Riot Platforms
RIOT
$8.84B
| $16.2M | 0.01% |
1,367,000
-625,200
| -31% | -$7M |
|
666
CALL
Oneok
OKE
$57.8B
| $16.1M | 0.01% |
261,400
-27,800
| -10% | -$1.72M |
|
667
State Street Consumer Discretionary Select Sector SPDR ETF
XLY
$22.3B
| $16.1M | 0.01% |
+189,328
| New | +$14.5M |
|
668
PUT
Boston Scientific
BSX
$63.9B
| $16M | 0.01% |
296,300
-46,700
| -14% | -$2.44M |
|
669
CALL
Canadian Natural Resources
CNQ
$95.5B
| $16M | 0.01% |
569,200
+5,600
| +1% | +$160K |
|
670
PUT
Capri Holdings
CPRI
$1.86B
| $16M | 0.01% |
445,700
+224,000
| +101% | +$8.89M |
|
|
APLS
671
CALL
DELISTED
Apellis Pharmaceuticals
APLS
| $15.9M | 0.01% |
174,200
-4,000
| -2% | -$345K |
|
672
PUT
Intuitive Surgical
ISRG
$122B
| $15.9M | 0.01% |
46,400
-14,800
| -24% | -$4.48M |
|
673
CALL
PG&E
PCG
$39.9B
| $15.8M | 0.01% |
916,600
+438,300
| +92% | +$7.42M |
|
674
CALL
Kinder Morgan
KMI
$72.3B
| $15.8M | 0.01% |
972,600
-214,600
| -18% | -$3.64M |
|
675
CALL
Affirm
AFRM
$24.8B
| $15.7M | 0.01% |
1,022,700
+56,300
| +6% | +$747K |
|
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.