Caleb Pearson Portfolio
Invests via Compass Financial Services Inc. | Managed by Caleb Pearson
Invests via Compass Financial Services Inc.
Managed by Caleb Pearson
Automatically Tracked
Works across early-stage consumer tech and fintech, sourcing pre-seed to Series A equity and advising founders on product-market fit, unit economics, and fundraising cadence. Caleb Pearson combines operating experience at growth-stage startups with active angel and seed investing, deploying capital alongside syndicates and micro-VCs and often taking board observer roles to influence KPI-driven scaling. Prior work includes product leadership and cross-functional growth roles; engagement style emphasizes tight runway management and repeatable growth levers attractive to institutional follow-on investors.
Works across early-stage consumer tech and fintech, sourcing pre-seed to Series A equity and advising founders on product-market fit, unit economics, and fundraising cadence. Caleb Pearson combines operating experience at growth-stage startups with active angel and seed investing, deploying capital alongside syndicates and micro-VCs and often taking board observer roles to influence KPI-driven scaling. Prior work includes product leadership and cross-functional growth roles; engagement style emphasizes tight runway management and repeatable growth levers attractive to institutional follow-on investors.
Investment Philosophy & Strategy
Focuses on early‑stage consumer technology and fintech, deploying angel and seed capital into pre‑seed through Series A rounds with a bias toward businesses demonstrating repeatable unit economics and defensible product-market fit. Prefers syndicate and micro‑VC co-investments, often taking board observer roles to drive KPI discipline, runway optimization and prioritised growth levers. Underwrites deals by stress‑testing unit economics, CAC payback and capital efficiency; favours milestone‑based tranches and clear paths to institutional follow‑on. Investment horizon targets rapid scale to Series A and selective participation in follow‑on rounds where operational playbooks accelerate retention and monetisation.
Focuses on early‑stage consumer technology and fintech, deploying angel and seed capital into pre‑seed through Series A rounds with a bias toward businesses demonstrating repeatable unit economics and defensible product-market fit. Prefers syndicate and micro‑VC co-investments, often taking board observer roles to drive KPI discipline, runway optimization and prioritised growth levers. Underwrites deals by stress‑testing unit economics, CAC payback and capital efficiency; favours milestone‑based tranches and clear paths to institutional follow‑on. Investment horizon targets rapid scale to Series A and selective participation in follow‑on rounds where operational playbooks accelerate retention and monetisation.
Disclaimer: This Portfolio is derived from and computed based on publicly available data from SEC filings.
Gain and growth charts are calculated per selected timeframe:
24.63%
Gain +0.22%
Monthly
1.03%
Yearly
13.1%
Drawdown
14.8%
$269.99M
Equity
Holdings
$269.99M
Investment
$228.31M
$43.5M
Profit +$448,181.21
Realized
$1.82M
Unrealized
$41.68M
Dividends
$12.81M
Goals
Avg. 59% completed goals
Yearly
Gain > 5% 2026
Yearly
Gain < 20% 2026
Today
Compared To Yesterday
Gain
0.22%
Profit
$448,181.21
Win %
90%
This Week
Compared To Last Week
Gain
-0.48%
Profit
-$1.3M
Win %
90%
This Month
Compared to last month
Gain
0.83%
Profit
$2.22M
Win %
90%
This Year
Compared to last year
Gain
0.91%
Profit
$2.44M
Win %
81%
CASY Casey's General Stores Inc.
+3.19%
+$70,986.61 
SLV iShares Silver Trust
+2.32%
+$6,147.7 
WMT Walmart Inc.
+2.29%
+$9,700.6 
ABBV AbbVie Inc.
+1.79%
+$6,290.72 
DIVB iShares Core Dividend ETF
+1.66%
+$135,913.12 
WFC Wells Fargo & Company
+1.63%
+$4,543.44 
MSFT Microsoft Corp.
+1.22%
+$12,733.56 
FDL First Trust Morningstar Dividend Leaders Index Fund
+1.08%
+$95,475.6 
KNG Fidelity S&P 500 Dividend Aristocrats ETF
+1.04%
+$138,817.73 
RSP Invesco S&P 500 Equal Weight ETF
+1%
+$2,696.62 
DGRO iShares Core Dividend Growth ETF
+0.92%
+$8,093.5 
VIG Vanguard Dividend Appreciation ETF
+0.86%
+$14,732.5 
DE Deere & Company
+0.86%
+$4,958.05 
RSPA Invesco S&P 500 Equal Weight Income Advantage ETF
+0.8%
+$26,619.6 
KO The Coca-Cola Company
+0.79%
+$1,902.4 
XMHQ Invesco S&P MidCap Quality ETF
+0.73%
+$1,790.24 
HDV iShares Core High Dividend ETF
+0.68%
+$3,168 
FGD First Trust Dow Jones Global Select Dividend Index Fund
+0.67%
+$23,599.18 
RDVY First Trust Rising Dividend Achievers ETF
+0.66%
+$70,961.8 
RDVI FT Vest Rising Dividend Achievers Fund
+0.66%
+$29,624.97 
SPYV SPDR Portfolio S&P 500 Value ETF
+0.65%
+$3,361.5 
IVE ISHARES S&P 500 VALUE ETF
+0.64%
+$2,863.5 
DGRW WisdomTree U.S. Quality Dividend Growth Fund
+0.56%
+$128,410.35 
VYM Vanguard High Dividend Yield ETF
+0.44%
+$10,103.76 
BRK-B Berkshire Hathaway Inc.
+0.44%
+$3,417.26 
IEFA iShares Core MSCI EAFE ETF
+0.42%
+$3,133.49 
PCEF Invesco CEF Income Composite ETF
+0.42%
+$1,033.92 
AAPL Apple Inc.
+0.41%
+$8,399.5 
TDIV FT NASDAQ Technology Dividend Index Fund
+0.4%
+$1,259.35 
VLU SPDR S&P 1500 Value Tilt ETF
+0.39%
+$46,625.83 
HELO JPMorgan Hedged Equity Laddered Overlay ETF
+0.15%
+$11,524.91 
VTI VANGUARD TOTAL STOCK MKT ETF
+0.14%
+$358.53 
GOOG Alphabet Inc
+0.12%
+$244.02 
GOOGL Alphabet Inc
+0.09%
+$625.87 
SPY SPDR S&P 500 ETF Trust
+0.07%
+$887.75 
GFEB FT VEST US Equity Moderate Fund
+0.07%
+$195.09 
VOO Vanguard S&P 500 ETF
+0.06%
+$777.03 
XYLD Global X S&P 500 Covered Call ETF
+0.06%
+$3,666.75 
JPST JPMorgan Ultra-Short Income ETF
+0.04%
+$7,885.49 
BUFD FT Cboe Vest U.S. Equity Deep Buffer ETF - December
+0.03%
+$963.76 
BSEP Innovator U.S. Equity Buffer ETF
+0.02%
+$40.62 
BIL SPDR Bloomberg 1-3 Month T-Bill ETF
+0.02%
+$1,233.13 
USFR WisdomTree Floating Rate Treasury Fund
+0.01%
+$256.63 
SPYM State Street SPDR Portfolio S&P 500 ETF
+0.01%
+$2,429.52 
BUFR FT Vestladder Buffer ETF-USD I
0%
$0 
QYLD Global X Nasdaq 100 Covered Call ETF
0%
$0 
NVDA NVIDIA Corporation
-1.96%
-$5,408.17 
SPMO Invesco S&P 500 Momentum ETF
-1.45%
-$192,844.65 
XOM Exxon Mobil Corporation
-1.31%
-$4,350 
XLK State Street Technology Select Sector SPDR ETF
-1.28%
-$5,104.48 
AIQ Global X Artificial Intelligence & Technology ETF
-0.73%
-$3,138.66 
QQQM Invesco NASDAQ 100 ETF
-0.7%
-$124,311.6 
QQQ Invesco QQQ Trust, Series 1
-0.68%
-$25,116.35 
IWY iShares Russell Top 200 Growth ETF
-0.47%
-$4,707.32 
JEPQ JPMorgan Nasdaq Equity Premium Income ETF
-0.43%
-$61,077.98 
SPYG SPDR Portfolio S&P 500 Growth ETF
-0.38%
-$26,076.54 
WTPI WisdomTree Equity Premium Income Fund
-0.12%
-$7,005.28 Events
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Dividends
Dividend Analysis
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| Trades 1041 | Longs Won 695/1041 66% | Profit Factor 32.39 |
| Profitability | Shorts Won 0/0 0% | Standard Deviation $378,728.06 |
| Average Win $64,577.6 | Best Trade (Oct 14) $9.74M | Sharpe Ratio -71.89 |
| Average Loss -$4,004.2 | Worst Trade (Jun 30) -$513,470.79 | Z-Score 5.63 (100%) |
| Commissions $0 | Avg. Trade Length 9m 2w 5d | Expectancy $41,782.88 |
| Loss Size | 100% | 90% | 80% | 70% | 60% | 50% | 40% | 30% | 20% | 10% |
| Probability of Loss | <0.01% | <0.01% | <0.01% | <0.01% | <0.01% | <0.01% | <0.01% | <0.01% | <0.01% | <0.01% |
| Consecutive Losing Trades | 66,667 | 60,000 | 53,333 | 46,667 | 40,000 | 33,333 | 26,667 | 20,000 | 13,333 | 6,667 |
Hover over the desired column for a detailed explanation.
Returns
Overall, Monthly| Symbol | Quantity | Cost | Value | Comm. | Profit ($) | Gain (%) | Change |
|---|---|---|---|---|---|---|---|
| AAPL Apple Inc. | 5,936 | $1.44M | $2.04M | - | $599,390.91 | 41.49% | +0.413% |
| ABBV AbbVie Inc. | 1,242 | $224,431.07 | $358,372.89 | - | $133,941.82 | 59.68% | +1.787% |
| AIQ Global X Artificial Intelligence & Technology ETF | 6,678 | $321,079.94 | $423,852.66 | - | $102,772.72 | 32.01% | -0.735% |
| BIL SPDR Bloomberg 1-3 Month T-Bill ETF | 82,209 | $7.52M | $7.52M | - | $1,734.76 | 0.02% | +0.016% |
| BRK-B Berkshire Hathaway Inc. | 1,489 | $689,164.81 | $787,152.4 | - | $97,987.59 | 14.22% | +0.436% |
| BSEP Innovator U.S. Equity Buffer ETF | 4,062 | $214,189 | $221,054.04 | - | $6,865.04 | 3.21% | +0.018% |
| BUFD FT Cboe Vest U.S. Equity Deep Buffer ETF - December | 96,376 | $2.72M | $2.94M | - | $226,433.14 | 8.33% | +0.033% |
| BUFR FT Vestladder Buffer ETF-USD I | 74,250 | $2.54M | $2.8M | - | $263,343.93 | 10.37% | 0.0 |
| CASY Casey's General Stores Inc. | 3,403 | $1.36M | $2.3M | - | $932,492.3 | 68.43% | +3.192% |
| DE Deere & Company | 883 | $386,111.63 | $579,243.58 | - | $193,131.95 | 50.02% | +0.863% |
| DGRO iShares Core Dividend Growth ETF | 11,318 | $697,187.54 | $890,331.6 | - | $193,144.06 | 27.7% | +0.917% |
| DGRW WisdomTree U.S. Quality Dividend Growth Fund | 231,370 | $18.96M | $23.02M | - | $4.06M | 21.4% | +0.561% |
| DIVB iShares Core Dividend ETF | 121,351 | $6.08M | $8.31M | - | $2.23M | 36.64% | +1.663% |
| FDL First Trust Morningstar Dividend Leaders Index Fund | 173,592 | $7.49M | $8.93M | - | $1.44M | 19.26% | +1.081% |
| FGD First Trust Dow Jones Global Select Dividend Index Fund | 107,269 | $3.43M | $3.56M | - | $131,324.56 | 3.83% | +0.668% |
| GFEB FT VEST US Equity Moderate Fund | 6,503 | $267,208 | $294,325.78 | - | $27,117.78 | 10.15% | +0.066% |
| GOOG Alphabet Inc | 588 | $207,858 | $202,310.22 | - | -$5,547.78 | -2.67% | +0.121% |
| GOOGL Alphabet Inc | 2,019 | $312,592.81 | $702,511.05 | - | $389,918.24 | 124.74% | +0.089% |
| HDV iShares Core High Dividend ETF | 15,840 | $360,202.48 | $471,240 | - | $111,037.52 | 30.83% | +0.677% |
| HELO JPMorgan Hedged Equity Laddered Overlay ETF | 109,761 | $7.03M | $7.63M | - | $600,313.44 | 8.54% | +0.151% |
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Option values are updated at end of day.
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FAQ
Which stocks have generated the highest profits for Caleb Pearson?
The largest contributions to the portfolio's profits come from the following stocks: Fidelity S&P 500 Dividend Aristocrats ETF - $2.19M, JPMorgan Nasdaq Equity Premium Income ETF - $2.03M, JPMorgan Ultra-Short Income ETF - $1.69M, WisdomTree U.S. Quality Dividend Growth Fund - $1.27M, and Global X S&P 500 Covered Call ETF - $931,627.75. These positions have been the main drivers of growth and have significantly impacted the investor's overall performance.
Which stocks have generated the largest losses for this investor?
The largest losses in the portfolio are associated with the following stocks: Akre Focus ETF - $25,763.25, Netflix, Inc - $25,720, Fiserv, Inc - $20,737, Roper Technologies Inc - $20,579.33, and Procter & Gamble Co - $16,534.31. These positions have had the most negative impact on overall performance and highlight the weaker areas of the portfolio.
What dividends does Caleb Pearson's portfolio generate?
The portfolio generates substantial dividend income, with a total of $12.81M earned over time. The largest contributors to dividend income include Fidelity S&P 500 Dividend Aristocrats ETF - $2.34M, JPMorgan Nasdaq Equity Premium Income ETF - $2.12M, JPMorgan Ultra-Short Income ETF - $1.65M, Global X S&P 500 Covered Call ETF - $937,124.37, and Global X Nasdaq 100 Covered Call ETF - $701,841.06. This indicates that dividends play a meaningful role in the investor's overall strategy.
How stable are Caleb Pearson's monthly returns?
Caleb Pearson's monthly returns look fairly stable overall, although some fluctuations are still visible. The performance pattern suggests a strategy that remains reasonably controlled from month to month, even if it is not completely smooth. This may appeal to users looking for a balance between steadier results and meaningful upside potential.
Can Caleb Pearson's strategy be considered aggressive or moderate?
Caleb Pearson's strategy leans toward a moderately conservative profile. While there is still some exposure to market fluctuations, the overall structure and risk levels suggest a focus on maintaining stability rather than pursuing aggressive growth.
Should beginners follow Caleb Pearson's strategy?
Caleb Pearson's strategy may be suitable for beginners, but with some caution. While the overall approach is not overly complex, it still involves a certain level of risk and variability. Beginners should be prepared for occasional fluctuations and ensure they understand the strategy before trying to follow it.
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