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 | Miscellaneous | 98.09% |
| 2 | Technology | 0.79% |
| 3 | Consumer Discretionary | 0.3% |
| 4 | Healthcare | 0.25% |
| 5 | Financials | 0.17% |
| Name | Market Value | Portfolio Weight | Shares or Principal |
Change in Stake | Capital Flow | Held Since | |
|---|---|---|---|---|---|---|---|
1
PUT
State Street SPDR S&P 500 ETF Trust
SPY
$815B
| $31.1B | 15.97% |
46,740,800
-1,596,300
| -3% | -$1.02B |
2015 Q1
42 quarters
|
|
|
2
CALL
State Street SPDR S&P 500 ETF Trust
SPY
$815B
| $12.2B | 6.28% |
18,376,900
-5,744,500
| -24% | -$3.68B |
2015 Q1
42 quarters
|
|
3
PUT
Invesco QQQ Trust
QQQ
$475B
| $10.9B | 5.57% |
18,952,300
+6,183,700
| +48% | +$3.54B |
2021 Q2
17 quarters
|
|
4
PUT
iShares S&P 100 ETF
OEF
$20.3B
| $5.96B | 3.06% |
38,982,200
+3,468,100
| +10% | +$1.1B |
2014 Q4
43 quarters
|
|
5
PUT
Tesla
TSLA
$1.48T
| $5.39B | 2.77% |
12,499,100
-3,196,000
| -20% | -$1.11B |
2021 Q2
17 quarters
|
|
6
PUT
NVIDIA
NVDA
$5.13T
| $5.12B | 2.63% |
27,451,100
-2,505,900
| -8% | -$437M |
2021 Q2
17 quarters
|
|
|
7
CALL
Tesla
TSLA
$1.48T
| $5.08B | 2.61% |
11,449,500
-2,705,900
| -19% | -$939M |
2021 Q2
17 quarters
|
|
|
8
CALL
Invesco QQQ Trust
QQQ
$475B
| $4.79B | 2.46% |
7,981,500
+741,000
| +10% | +$424M |
2021 Q2
17 quarters
|
|
|
9
CALL
NVIDIA
NVDA
$5.13T
| $4.79B | 2.46% |
25,863,000
-2,089,400
| -7% | -$364M |
2021 Q2
17 quarters
|
|
|
10
CALL
iShares S&P 100 ETF
OEF
$20.3B
| $3.59B | 1.84% |
29,363,900
+45,000
| +0.2% | +$14.3M |
2014 Q4
43 quarters
|
|
11
CALL
SPDR Gold Trust
GLD
$136B
| $2.5B | 1.28% |
7,042,400
+694,600
| +11% | +$221M |
2015 Q1
42 quarters
|
|
12
PUT
Apple
AAPL
$5.08T
| $2.48B | 1.27% |
9,758,200
+806,900
| +9% | +$182M |
2015 Q1
42 quarters
|
|
|
13
CALL
Apple
AAPL
$5.08T
| $2.38B | 1.22% |
9,777,800
-1,770,800
| -15% | -$400M |
2015 Q1
42 quarters
|
|
|
14
CALL
Alphabet (Google) Class A
GOOGL
$3.96T
| $2.35B | 1.21% |
9,883,900
+900,700
| +10% | +$189M |
2015 Q4
39 quarters
|
|
|
15
CALL
Meta Platforms (Facebook)
META
$1.65T
| $2.25B | 1.16% |
3,068,300
-488,300
| -14% | -$363M |
2014 Q4
43 quarters
|
|
|
16
PUT
SPDR Gold Trust
GLD
$136B
| $2.13B | 1.09% |
5,999,200
+968,000
| +19% | +$308M |
2015 Q1
42 quarters
|
|
|
17
CALL
Microsoft
MSFT
$3.87T
| $1.88B | 0.96% |
3,643,200
+1,019,600
| +39% | +$520M |
2014 Q4
43 quarters
|
|
|
18
CALL
Amazon
AMZN
$2.7T
| $1.78B | 0.91% |
8,159,500
+2,965,200
| +57% | +$671M |
2015 Q1
42 quarters
|
|
|
19
PUT
Microsoft
MSFT
$3.87T
| $1.63B | 0.84% |
3,148,000
+800,200
| +34% | +$408M |
2014 Q4
43 quarters
|
|
|
20
PUT
Meta Platforms (Facebook)
META
$1.65T
| $1.58B | 0.81% |
2,217,000
-196,500
| -8% | -$146M |
2014 Q4
43 quarters
|
|
|
21
PUT
Alphabet (Google) Class A
GOOGL
$3.96T
| $1.58B | 0.81% |
6,873,700
+1,794,100
| +35% | +$376M |
2015 Q4
39 quarters
|
|
22
PUT
State Street Materials Select Sector SPDR ETF
XLB
$8.18B
| $1.52B | 0.78% |
31,103,800
-7,390,800
| -19% | -$334M |
2015 Q1
42 quarters
|
|
23
PUT
Strategy Inc
MSTR
$61.8B
| $1.49B | 0.77% |
4,828,600
+26,900
| +0.6% | +$10M |
2020 Q4
19 quarters
|
|
|
24
PUT
Amazon
AMZN
$2.7T
| $1.12B | 0.57% |
5,089,900
+520,800
| +11% | +$118M |
2015 Q1
42 quarters
|
|
|
25
CALL
iShares Bitcoin Trust
IBIT
$65.5B
| $1.12B | 0.57% |
17,164,300
+4,823,100
| +39% | +$314M |
2024 Q4
3 quarters
|
|
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, 3,248 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 Miscellaneous at 98% of assets, down from 98% a quarter earlier, followed by Technology and Consumer Discretionary.
- 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.