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3 Investments That Cut You a Check Each Month

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Most income-generating stocks pay quarterly dividends. That might suit most investors, but some people -- including retirees who want their investments to pay their bills consistently -- might prefer monthly dividend payments.

So today, let's examine three reliable investments that cut you a check each month: Realty Income (NYSE: O), Main Street Capital (NYSE: MAIN), and the JPMorgan Equity Premium Income ETF (NYSEMKT: JEPI). I own all three of these tickers, and I think they'll be reliable sources of monthly income as fears of higher tariffs and inflation rattle the broader markets.

Sticky notes with the words "passive income" and a rising chart on top of a stack of $100 bills.
Image source: Getty Images.

Realty Income

Realty Income is one of the world's largest retail real estate investment trusts (REITs) with approximately 15,600 properties in its portfolio. Its biggest tenants include Dollar General, Dollar Tree, Walgreens Boots Alliance, and 7-Eleven.

Its business model is simple: It buys properties, rents them out, and splits that rental income with its investors. As a REIT, the company must pay out at least 90% of its pretax profits as dividends to maintain a favorable tax rate.

Realty Income has kept its occupancy rate above 96% ever since its initial public offering (IPO) in 1994, even as some of its tenants struggled with store closures during economic downturns. It has raised its payout 130 times since its public debut, it pays those dividends monthly, and it currently has a high forward dividend yield of 5.7%.

From 2014 to 2024, Realty Income's adjusted funds from operations (AFFO) per share had a steady compound annual growth rate (CAGR) of 5%. For 2025, it expects its AFFO per share to grow 1% to 2% to between $4.22 and $4.88 -- which will easily cover its forward annual dividend of $3.22.

At $56, it trades at just 13 times this year's AFFO estimate. That high yield and low valuation should limit its downside potential in this wobbly market.

Main Street Capital

Main Street Capital is a business development company (BDC) that provides direct loans to "middle market" companies with annual revenue between $10 million and $150 million.

Traditional banks are often reluctant to approve new loans to these smaller companies, since they're considered riskier borrowers. Hence, they can struggle to attract more funding from venture capital firms and other private investors.

BDCs fill that gap by offering higher-interest loans to those companies. Like REITs, BDCs also need to pay out at least 90% of their taxable income as dividends. Main Street has paid consistent monthly dividends since its IPO in 2007, and it's raised its annual payout over the past four years. It pays a forward dividend yield of 7.4%.