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
|
+$234M |
| 2 |
iShares Russell 2000 ETF
IWM
|
+$97.5M |
| 3 |
Amazon
AMZN
|
+$96.8M |
| 4 |
iShares Bitcoin Trust
IBIT
|
+$80.6M |
| 5 |
Pinduoduo
PDD
|
+$54.9M |
Top Sells
| Rank | Stock | Value |
|---|---|---|
| 1 |
iShares 20+ Year Treasury Bond ETF
TLT
|
+$129M |
| 2 |
Alphabet (Google) Class A
GOOGL
|
+$92.9M |
| 3 |
Broadcom
AVGO
|
+$82.9M |
| 4 |
Alphabet (Google) Class C
GOOG
|
+$68.4M |
| 5 |
Meta Platforms (Facebook)
META
|
+$59.2M |
Sector Composition
| Rank | Sector | Weight |
|---|---|---|
| 1 | Technology | 0.79% |
| 2 | Consumer Discretionary | 0.3% |
| 3 | Healthcare | 0.25% |
| 4 | Financials | 0.17% |
| 5 | Industrials | 0.09% |
| Name | Market Value | Portfolio Weight | Shares or Principal |
Change in Stake | Capital Flow | |
|---|---|---|---|---|---|---|
1876
PUT
W.P. Carey
WPC
$17.1B
| $3.17M | ﹤0.01% |
47,800
+19,500
| +69% | +$1.28M |
|
1877
PUT
Williams-Sonoma
WSM
$26.7B
| $3.17M | ﹤0.01% |
16,200
+1,700
| +12% | +$325K |
|
1878
PUT
TransDigm Group
TDG
$69.2B
| $3.16M | ﹤0.01% |
2,400
-19,600
| -89% | -$28M |
|
1879
Peabody Energy
BTU
$2.78B
| $3.16M | ﹤0.01% |
119,234
+86,065
| +259% | +$1.53M |
|
1880
PUT
Emerson Electric
EMR
$82.9B
| $3.16M | ﹤0.01% |
24,100
-6,900
| -22% | -$941K |
|
1881
CALL
American Superconductor
AMSC
$1.48B
| $3.16M | ﹤0.01% |
53,200
-25,700
| -33% | -$1.28M |
|
|
DPRO
1882
CALL
Draganfly
DPRO
$156M
| $3.16M | ﹤0.01% |
+387,900
| New | +$1.92M |
|
1883
PUT
Insulet
PODD
$11.3B
| $3.15M | ﹤0.01% |
10,200
-4,900
| -32% | -$1.54M |
|
1884
CALL
Denison Mines
DNN
$2.63B
| $3.15M | ﹤0.01% |
1,144,500
-48,300
| -4% | -$107K |
|
1885
PUT
Fidelity National Information Services
FIS
$21.5B
| $3.15M | ﹤0.01% |
47,700
-4,900
| -9% | -$357K |
|
|
GLXY
1886
Galaxy Digital Inc
GLXY
$4.34B
| $3.14M | ﹤0.01% |
92,969
+67,524
| +265% | +$1.82M |
|
1887
Phillips 66
PSX
$82.9B
| $3.14M | ﹤0.01% |
+23,082
| New | +$2.96M |
|
1888
PUT
Zeta Global
ZETA
$4.77B
| $3.13M | ﹤0.01% |
157,800
+14,600
| +10% | +$262K |
|
1889
CALL
Monolithic Power Systems
MPWR
$65.5B
| $3.13M | ﹤0.01% |
3,400
-1,700
| -33% | -$1.38M |
|
1890
CALL
Boston Properties
BXP
$11B
| $3.13M | ﹤0.01% |
42,100
-37,400
| -47% | -$2.64M |
|
1891
CALL
Cummins
CMI
$91.7B
| $3.13M | ﹤0.01% |
7,400
+2,700
| +57% | +$1.04M |
|
1892
PUT
Flutter Entertainment
FLUT
$17.6B
| $3.12M | ﹤0.01% |
12,300
+4,100
| +50% | +$1.2M |
|
|
MRSH
1893
PUT
Marsh
MRSH
$86.3B
| $3.12M | ﹤0.01% |
15,500
-8,100
| -34% | -$1.67M |
|
1894
CALL
Trane Technologies
TT
$106B
| $3.12M | ﹤0.01% |
7,400
-700
| -9% | -$299K |
|
1895
PUT
Ventas
VTR
$48.9B
| $3.12M | ﹤0.01% |
44,600
+25,200
| +130% | +$1.69M |
|
1896
CALL
OR Royalties Inc
OR
$5.47B
| $3.12M | ﹤0.01% |
+77,800
| New | +$2.43M |
|
1897
CALL
Vail Resorts
MTN
$5.19B
| $3.11M | ﹤0.01% |
20,800
-5,400
| -21% | -$838K |
|
|
CNR
1898
PUT
Core Natural Resources Inc
CNR
$4.19B
| $3.1M | ﹤0.01% |
37,100
+10,200
| +38% | +$764K |
|
1899
On Holding
ONON
$11.9B
| $3.09M | ﹤0.01% |
+72,998
| New | +$3.47M |
|
1900
PUT
Corteva
CTVA
$59.7B
| $3.09M | ﹤0.01% |
45,700
+33,500
| +275% | +$2.43M |
|
Similar funds
Simplex Trading's Q3 2025 Portfolio in Review
As of Q3 2025, Simplex Trading held 10,358 positions worth $195B, up 12% from $175B the previous quarter. Its ten largest holdings account for 46% of the portfolio.
Simplex Trading's Q3 2025 filing shows 1,743 new, 3,828 increased, 3,250 reduced and 1,308 closed positions. Its largest new stake was Microsoft: 458,309 shares worth $237M. The largest sale was iShares 20+ Year Treasury Bond ETF, an estimated $129M.
By sector, the portfolio is most concentrated in Technology at 0.79% of assets, up from 0.74% a quarter earlier, followed by Consumer Discretionary and Healthcare.
- Simplex Trading's largest Q3 2025 buy was Microsoft: 458,309 shares worth $237M.
- Simplex Trading added most to iShares Russell 2000 ETF in Q3 2025, an estimated $97.5M increase.
- Simplex Trading's biggest Q3 2025 reduction was Alphabet (Google) Class A, cutting an estimated $92.9M.
- Simplex Trading fully exited iShares 20+ Year Treasury Bond ETF in Q3 2025, selling an estimated $129M.
- Simplex Trading's ten largest holdings make up 46% of its $195B portfolio in Q3 2025.
- Simplex Trading opened 1,743 new positions and closed 1,308 in Q3 2025.
- Simplex Trading's portfolio value rose 12% quarter-over-quarter to $195B.
Based on Simplex Trading's 13F filing for Q3 2025, filed 12 Nov 2025.