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 | |
|---|---|---|---|---|---|---|
226
PUT
Delta Air Lines
DAL
$55.4B
| $63.4M | 0.05% |
1,333,700
-84,000
| -6% | -$3.1M |
|
227
CALL
Pinterest
PINS
$12.7B
| $63.2M | 0.05% |
2,310,900
-73,800
| -3% | -$1.84M |
|
228
CALL
3M
MMM
$89.9B
| $63.1M | 0.05% |
753,480
+47,960
| +7% | +$4.07M |
|
229
CALL
ConocoPhillips
COP
$144B
| $62.5M | 0.05% |
603,600
-443,200
| -42% | -$45.5M |
|
230
CALL
lululemon athletica
LULU
$12.9B
| $61.7M | 0.05% |
163,100
-324,400
| -67% | -$120M |
|
231
PUT
Spotify
SPOT
$98.4B
| $60.7M | 0.05% |
378,300
-73,900
| -16% | -$10.7M |
|
232
PUT
Blackstone
BX
$150B
| $60.2M | 0.05% |
648,000
-287,500
| -31% | -$24.8M |
|
|
233
NVIDIA
NVDA
$5.17T
| $60M | 0.05% |
+1,419,330
| New | +$47.1M |
|
234
CALL
GE Aerospace
GE
$357B
| $59.3M | 0.05% |
746,663
+11,277
| +2% | +$913K |
|
|
DOCU
235
PUT
DocuSign
DOCU
$9.17B
| $59.2M | 0.05% |
1,157,900
-240,300
| -17% | -$12.7M |
|
|
236
Microsoft
MSFT
$2.89T
| $58.5M | 0.05% |
+171,935
| New | +$53.9M |
|
237
PUT
Atlassian
TEAM
$21.9B
| $57.7M | 0.05% |
344,100
-21,600
| -6% | -$3.46M |
|
|
KFYP
238
PUT
DELISTED
KraneShares CICC China Leaders 100 Index ETF
KFYP
| $57.2M | 0.05% |
2,124,100
-2,030,600
| -49% | -$48.2M |
|
239
CALL
T-Mobile US
TMUS
$205B
| $56.9M | 0.05% |
409,300
-127,900
| -24% | -$17.9M |
|
|
240
PUT
T-Mobile US
TMUS
$205B
| $56.7M | 0.05% |
408,500
-21,600
| -5% | -$3.03M |
|
241
CALL
Dollar Tree
DLTR
$23.9B
| $56.4M | 0.05% |
392,700
-116,500
| -23% | -$17.1M |
|
|
242
PUT
GE Aerospace
GE
$357B
| $55.9M | 0.05% |
718,846
-64,279
| -8% | -$5.21M |
|
243
CALL
Lockheed Martin
LMT
$119B
| $55.8M | 0.05% |
121,300
-47,000
| -28% | -$21.8M |
|
|
244
CALL
Blackstone
BX
$150B
| $55.3M | 0.05% |
595,300
-317,600
| -35% | -$27.4M |
|
245
CALL
Merck
MRK
$316B
| $55.3M | 0.05% |
479,600
-173,800
| -27% | -$19.7M |
|
246
CALL
United Airlines
UAL
$38.3B
| $55.1M | 0.05% |
1,004,600
+79,700
| +9% | +$3.76M |
|
247
CALL
Verizon
VZ
$185B
| $55.1M | 0.05% |
1,480,700
+758,800
| +105% | +$28.1M |
|
248
CALL
PNC Financial Services
PNC
$100B
| $54.6M | 0.04% |
433,200
+132,300
| +44% | +$16.2M |
|
249
CALL
Freeport-McMoran
FCX
$93B
| $54.5M | 0.04% |
1,523,700
-351,600
| -19% | -$13.4M |
|
|
ATVI
250
CALL
DELISTED
Activision Blizzard
ATVI
| $54.3M | 0.04% |
643,600
+47,100
| +8% | +$3.81M |
|
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.