Q2 2026 13F · SEC CIK 1730383

Chesapeake Wealth Management

Wealth managerFiled 2026-08-13 for Q2 2026. Open the filing ↗ · All SEC filings ↗

Reported 13F value: $356.5M
Reported positions: 168
Top holdings a year, 3 yrs: +15.7%
Average holding period: 7.4 yrs

Chesapeake Wealth Management is a wealth manager that reported 168 positions worth $356.5M in its Q2 2026 13F, filed 2026-08-13. Its largest holdings were Ishares Tr (AGG, 5.6%), State Street Technology Select Sector Sp (XLK, 4.2%), Apple Inc (AAPL, 3.6%). A portfolio copying its top holdings returned 15.7% a year over the last 3 years, against 20.4% for the S&P 500.

Chesapeake Wealth Management holdings largest 50 of 168 positions.

Weights are shares of the filer's total reported 13F value, compared with Q1 2026. Share changes may reflect splits; weight changes also reflect price moves. A 13F shows long US-listed positions only, up to 135 days after the fact.

Chesapeake Wealth Management 13F holdings
Stock	% of 13F value	Q1 2026	Shares	Share change	Reported value
AGGIshares Tr	5.6%	5.9%	202,075	+4.2%	$20.0M
XLKState Street Technology Select Sector Sp	4.2%	3.3%	77,961	-2.7%	$14.9M
AAPLApple Inc	3.6%	3.5%	44,187	-0.9%	$12.8M
VCSHVanguard Scottsdale Fds	3.4%	3.5%	153,501	+7.2%	$12.1M
IVVIshares Core S&p 500 ETF	3.3%	3.3%	15,939	-3.3%	$11.9M
SCHFSchwab Intl Equity	3.2%	3.1%	408,074	+1.3%	$11.3M
MSFTMicrosoft Corp	3.0%	3.2%	28,489	+1.0%	$10.6M
NVDANvidia Corporation Com	2.7%	2.8%	48,650	-6.8%	$9.7M
LQDIshares Tr	2.5%	2.5%	80,152	+7.0%	$8.7M
IWRIshares Russell Midcap ETF	2.2%	2.1%	70,111	+1.3%	$7.7M
EFAiShs MSCI EAFE	2.2%	2.2%	74,182	-0.4%	$7.7M
GOOGLAlphabet Inc	2.1%	2.0%	21,348	-5.8%	$7.6M
SPMBSPDR Portfolio Mortgage Backed	2.0%	2.2%	318,400	+0.5%	$7.1M
SCHASchwab U.s. Small-Cap ETF	1.8%	1.6%	181,371	+1.8%	$6.6M
BNDXVanguard Charlotte Fds	1.8%	1.9%	133,371	+2.7%	$6.5M
DBEFDbx ETF Tr	1.8%	1.7%	115,430	+1.5%	$6.3M
SCHGSchwab U.s. Large-Cap Growth ETF	1.8%	1.7%	185,701	+0.6%	$6.3M
SCHBSchwb US Broad	1.6%	1.5%	192,369	+0.2%	$5.6M
SPYSpdr S&p 500 ETF Tr	1.6%	1.5%	7,426	+0.8%	$5.5M
USHYIshares Tr	1.5%	1.6%	148,097	+2.4%	$5.5M
AVGOBroadcom Inc	1.4%	1.3%	12,881	-4.6%	$4.9M
AMZNAmazon Com Inc Com	1.3%	1.3%	20,006	-1.2%	$4.8M
IWVIshares Russell 3000 Index	1.2%	1.2%	9,714	-5.9%	$4.1M
LLYLilly Eli & Co	1.0%	0.9%	3,031	-3.5%	$3.6M
SCHDSchwab Strategic Tr	1.0%	1.0%	114,578	+4.3%	$3.6M
ABBVAbbvie Inc	1.0%	1.0%	14,357	-5.6%	$3.6M
XLFSelect Sector Spdr Tr	1.0%	1.0%	65,197	+3.7%	$3.5M
XLISelect Sector Spdr Tr	0.9%	0.9%	17,740	+2.2%	$3.3M
XLCSelect Sector Spdr Tr	0.9%	1.0%	30,181	+2.6%	$3.2M
IWMIshares	0.9%	0.9%	10,749	-5.0%	$3.2M
BRK-BBerkshire Hathaway Inc Del	0.9%	0.9%	6,301	-0.5%	$3.2M
SCHZSchwab Strategic Tr	0.9%	1.0%	133,559	-0.9%	$3.1M
XLVSelect Sector Spdr Tr	0.8%	0.8%	19,061	+5.3%	$3.0M
JPMJpmorgan Chase & Co	0.8%	0.9%	9,165	-3.6%	$3.0M
XLYConsumer Discretionary Select S	0.8%	0.8%	25,233	+1.7%	$3.0M
SCHESchwab Strategic Tr	0.8%	0.8%	80,879	+2.7%	$2.9M
CSCOCisco Sys Inc	0.8%	0.6%	24,775	+1.4%	$2.9M
CATCaterpillar Inc Com	0.8%	0.6%	2,656	-5.9%	$2.8M
MCDMcdonalds Corp Com	0.8%	1.0%	10,280	-3.7%	$2.8M
METAMeta Platforms Inc Class A	0.7%	0.9%	4,719	-3.9%	$2.7M
MSMorgan Stanley Com New	0.7%	0.6%	12,612	-1.7%	$2.6M
WMTWalmart Inc	0.7%	0.9%	22,957	-0.0%	$2.6M
NEENextera Energy Inc Com	0.7%	0.8%	28,370	-0.6%	$2.5M
CVXChevron Corp New	0.7%	0.9%	14,869	-0.4%	$2.5M
HDHome Depot Inc Com	0.6%	0.7%	6,515	-5.8%	$2.3M
ORCLOracle Corp	0.6%	0.8%	15,678	-6.0%	$2.3M
PGProcter & Gamble Co Com	0.6%	0.7%	14,736	-0.7%	$2.2M
RTXRtx Corporation Com	0.6%	0.7%	10,699	-11.6%	$2.0M
TDTFFlexshares Tr	0.6%	—	83,297	—	$2.0M
KLACKla Corp	0.5%	—	6,417	—	$1.9M

What Chesapeake Wealth Management bought and sold in Q2 2026, against Q1 2026.

New positions

Q1 2026's filing was too long to tell new positions apart.

Share counts compared with the Q1 2026 13F; a split also changes share counts. The latest filing lists more than 50 positions, so a position that left the top 50 may still be held.

How the holdings did against the S&P 500.

1 year: +14.9% /yr; S&P 500 +20.1%
3 years: +15.7% /yr; S&P 500 +20.4%
5 years: +7.5% /yr; S&P 500 +11.6%

A portfolio of the filer's 20 largest 13F positions, weighted by value and rebuilt each quarter on the day the filing became public. 13Fs show long US-listed positions only, so this is an estimate of the stock picks, not the fund's reported returns.

Reported 13F value by quarter.

13F value by quarter
Quarter	13F value	Positions
Q2 2026	$356.5M	168
Q1 2026	$325.7M	159
Q4 2025	$335.7M	158
Q3 2025	$327.8M	162
Q2 2025	$299.8M	158
Q1 2025	$280.3M	155
Q4 2024	$291.6M	159
Q3 2024	$293.1M	157
Q2 2024	$275.8M	155
Q1 2024	$274.3M	151
Q4 2023	$259.0M	151
Q3 2023	$239.8M	148

Questions about Chesapeake Wealth Management's portfolio

What stocks does Chesapeake Wealth Management own?

Chesapeake Wealth Management's latest 13F, for Q2 2026 and filed Aug 13, 2026, lists 168 positions worth $356.5M. The largest are Ishares Tr (AGG) at 5.6%, State Street Technology Select Sector Sp (XLK) at 4.2%, Apple Inc (AAPL) at 3.6%, Vanguard Scottsdale Fds (VCSH) at 3.4% and Ishares Core S&p 500 ETF (IVV) at 3.3%.

What did Chesapeake Wealth Management buy last quarter?

In Q2 2026, Chesapeake Wealth Management added Vanguard Scottsdale Fds (VCSH) (+7.2% shares), Ishares Tr (LQD) (+7.0% shares) and Select Sector Spdr Tr (XLV) (+5.3% shares), compared with its Q1 2026 filing.

What did Chesapeake Wealth Management sell last quarter?

In Q2 2026, Chesapeake Wealth Management cut from its top 50 Exxon Mobil Corp (XOM), cut from its top 50 Johnson & Johnson (JNJ), Rtx Corporation Com (RTX) (-11.6% shares), Nvidia Corporation Com (NVDA) (-6.8% shares) and Oracle Corp (ORCL) (-6.0% shares), compared with its Q1 2026 filing.

How has Chesapeake Wealth Management's portfolio performed?

A portfolio copying Chesapeake Wealth Management's 20 largest 13F holdings each quarter, from the day each filing was public, returned +15.7% a year over the last 3 years, against +20.4% for the S&P 500. Over 1 year: +14.9% against +20.1%. Over 5 years: +7.5% a year against +11.6%.

When is Chesapeake Wealth Management's next 13F filing due?

13F filings are due 45 days after each quarter ends. Chesapeake Wealth Management's filing for the quarter ending Sep 30, 2026 is due by Nov 14, 2026; this page updates the day after it is published.