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 | |
|---|---|---|---|---|---|---|
1376
PUT
Vista Energy
VIST
$7.75B
| $5.52M | ﹤0.01% |
160,400
+129,100
| +412% | +$5.34M |
|
1377
NewMarket
NEU
$7.17B
| $5.51M | ﹤0.01% |
6,660
+2,168
| +48% | +$1.67M |
|
1378
PUT
Antero Resources
AR
$10.9B
| $5.5M | ﹤0.01% |
164,000
-119,000
| -42% | -$3.97M |
|
|
MRUS
1379
CALL
DELISTED
Merus
MRUS
| $5.5M | ﹤0.01% |
58,400
+46,100
| +375% | +$3M |
|
1380
CALL
PENN Entertainment
PENN
$2.74B
| $5.5M | ﹤0.01% |
285,400
-229,400
| -45% | -$4.3M |
|
1381
PUT
Alaska Air
ALK
$5.15B
| $5.5M | ﹤0.01% |
110,400
-7,400
| -6% | -$412K |
|
|
NGD
1382
CALL
DELISTED
New Gold Inc
NGD
| $5.49M | ﹤0.01% |
765,100
+211,100
| +38% | +$1.14M |
|
1383
PUT
ProShares Ultra S&P500
SSO
$7.82B
| $5.47M | ﹤0.01% |
97,000
-17,800
| -16% | -$929K |
|
1384
PUT
Manchester United
MANU
$3.91B
| $5.47M | ﹤0.01% |
361,300
+163,900
| +83% | +$2.78M |
|
1385
PUT
Tidewater
TDW
$3.91B
| $5.47M | ﹤0.01% |
102,500
+8,900
| +10% | +$488K |
|
1386
CALL
TMC The Metals Company
TMC
$1.59B
| $5.46M | ﹤0.01% |
857,200
+204,500
| +31% | +$1.23M |
|
1387
PUT
ClearShares Piton Intermediate Fixed Income ETF
PIFI
$97.5M
| $5.45M | ﹤0.01% |
217,600
+2,400
| +1% | +$229K |
|
1388
CALL
Global E Online
GLBE
$6.08B
| $5.44M | ﹤0.01% |
152,200
-125,500
| -45% | -$4.28M |
|
1389
CALL
Invesco Equal Weight 0-30 Year Treasury ETF
GOVI
$1.22B
| $5.43M | ﹤0.01% |
69,900
+48,700
| +230% | +$1.33M |
|
1390
CALL
Molina Healthcare
MOH
$10.3B
| $5.43M | ﹤0.01% |
28,400
+25,900
| +1,036% | +$4.77M |
|
1391
CALL
Innodata
INOD
$1.83B
| $5.43M | ﹤0.01% |
70,500
+25,500
| +57% | +$1.29M |
|
1392
Grab
GRAB
$13.5B
| $5.41M | ﹤0.01% |
897,980
+487,857
| +119% | +$2.59M |
|
1393
CALL
Ares Management
ARES
$28.5B
| $5.4M | ﹤0.01% |
33,800
-6,800
| -17% | -$1.23M |
|
1394
PUT
BWX Technologies
BWXT
$16B
| $5.4M | ﹤0.01% |
29,300
-33,600
| -53% | -$5.41M |
|
|
MPT
1395
Medical Properties Trust
MPT
$2.89B
| $5.4M | ﹤0.01% |
+1,064,629
| New | +$4.69M |
|
1396
Intuitive Surgical
ISRG
$121B
| $5.39M | ﹤0.01% |
+12,051
| New | +$5.78M |
|
1397
PUT
Under Armour Class C
UA
$2.92B
| $5.38M | ﹤0.01% |
1,081,300
+520,500
| +93% | +$2.91M |
|
1398
CALL
Starwood Property Trust
STWD
$6.12B
| $5.37M | ﹤0.01% |
277,200
+17,800
| +7% | +$358K |
|
|
BABO
1399
CALL
YieldMax BABA Option Income Strategy ETF
BABO
$13.7M
| $5.36M | ﹤0.01% |
167,600
+85,200
| +103% | +$1.35M |
|
1400
PUT
Madison Square Garden
MSGS
$9.54B
| $5.36M | ﹤0.01% |
23,600
+22,700
| +2,522% | +$4.65M |
|
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.