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 | |
|---|---|---|---|---|---|---|
851
CALL
ClearShares Piton Intermediate Fixed Income ETF
PIFI
$97.5M
| $10.8M | 0.01% |
505,300
+117,900
| +30% | +$10.9M |
|
852
PUT
Dominion Energy
D
$63.1B
| $10.8M | 0.01% |
209,100
+52,700
| +34% | +$2.86M |
|
853
CALL
HSBC
HSBC
$349B
| $10.8M | 0.01% |
273,200
-16,000
| -6% | -$597K |
|
854
Nike
NKE
$60.8B
| $10.8M | 0.01% |
98,058
+2,549
| +3% | +$298K |
|
|
DFS
855
PUT
DELISTED
Discover Financial Services
DFS
| $10.8M | 0.01% |
92,300
-39,300
| -30% | -$4.12M |
|
856
PUT
Futu Holdings
FUTU
$13.9B
| $10.7M | 0.01% |
268,700
-17,300
| -6% | -$736K |
|
857
CALL
Clorox
CLX
$11.4B
| $10.7M | 0.01% |
67,000
-26,700
| -28% | -$4.31M |
|
858
CALL
HP
HPQ
$22.6B
| $10.6M | 0.01% |
343,600
-118,000
| -26% | -$3.54M |
|
|
CTRA
859
CALL
DELISTED
Coterra Energy
CTRA
| $10.5M | 0.01% |
416,800
-131,300
| -24% | -$3.26M |
|
860
PUT
TJX Companies
TJX
$169B
| $10.5M | 0.01% |
124,200
-39,300
| -24% | -$3.1M |
|
861
CALL
United States Natural Gas Fund
UNG
$476M
| $10.5M | 0.01% |
354,400
-177,725
| -33% | -$4.81M |
|
862
PUT
L3Harris
LHX
$56.1B
| $10.5M | 0.01% |
53,700
+5,300
| +11% | +$1.01M |
|
863
CALL
Boston Properties
BXP
$10.9B
| $10.5M | 0.01% |
182,500
-91,000
| -33% | -$4.73M |
|
864
PUT
Live Nation Entertainment
LYV
$41B
| $10.5M | 0.01% |
114,900
-26,800
| -19% | -$2.09M |
|
865
CALL
Align Technology
ALGN
$12B
| $10.5M | 0.01% |
29,600
-46,500
| -61% | -$14.8M |
|
866
PUT
Constellation Energy
CEG
$97.2B
| $10.5M | 0.01% |
114,300
-60,400
| -35% | -$5.01M |
|
|
FITB
867
PUT
Fifth Third Bancorp
FITB
$51.2B
| $10.4M | 0.01% |
398,000
-431,300
| -52% | -$11.1M |
|
868
PUT
Icahn Enterprises
IEP
$5.19B
| $10.4M | 0.01% |
359,100
+321,800
| +863% | +$11.7M |
|
869
CALL
Wolfspeed
WOLF
$1.36B
| $10.4M | 0.01% |
187,300
+27,900
| +18% | +$1.42M |
|
870
CALL
BHP
BHP
$214B
| $10.4M | 0.01% |
174,700
-80,900
| -32% | -$4.82M |
|
871
PUT
HubSpot
HUBS
$9.85B
| $10.4M | 0.01% |
19,500
-4,400
| -18% | -$2.06M |
|
872
ARK Innovation ETF
ARKK
$6B
| $10.4M | 0.01% |
235,047
-20,735
| -8% | -$824K |
|
873
PUT
Advance Auto Parts
AAP
$3.26B
| $10.3M | 0.01% |
147,100
+3,100
| +2% | +$319K |
|
|
FL
874
PUT
DELISTED
Foot Locker
FL
| $10.3M | 0.01% |
381,200
+262,400
| +221% | +$8.93M |
|
|
CMA
875
CALL
DELISTED
Comerica
CMA
| $10.3M | 0.01% |
243,400
+114,000
| +88% | +$4.61M |
|
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.