I see our income streams evolving in two phases during retirement because the missus will unfortunately have to work longer to secure the benefits of her DB pension. The first phase will be a bit of a transition period with my wages being replaced by passive investment income and interest income (GIC ladder for predictability and safety) with the missus still providing wage income. I’d love to find a fun and flexible encore career though that might provide some side wage income. Phase two would primarily be a mix of investment income, interest income, and DB pension income with the standard Canadian social security benefits providing an additional margin of safety.
Rentals, just like stocks, throw off cash. With rentals we call that cash “rent”, and with stocks we call it dividends. A significant difference however is that the S&P 500 has appreciated at ~6% per year (above inflation) for the last 100 years…..Real Estate has had almost 0 growth above inflation. So are rents higher than dividends? Maybe, maybe not. But unless you got one heck of a deal, the delta in rent over dividends will have a very tough time making up for the 6% per year difference in appreciation.
In mid-2017, I sold my San Francisco rental property for 30X annual gross rent and reinvested $500,000 of the proceeds in real estate crowdfunding through RealtyShares. With the new tax policy in 2018 and beyond capping state income and property tax deductions to $10,000 and limiting interest deduction on mortgages of only $750,000 from $1,000,000, expensive coastal city real estate markets should soften at the expense of non-coastal city real estate.
The obvious way to earn a second income is to get a part-time job. If you are not currently working, this is an excellent way to start as it gives you the freedom and flexibility to start other passive income opportunities.  The other option is to simply work from home full time which frees up commute time so you can focus on building more income streams.
You can also participate in focus groups. Focus groups are hired to test products and give opinions before they reach the market. You would be a critical component of verifying they will have success and reach a high return on their investment. Surveys and focus groups are not ‘get rich quick’ schemes at all, but you can generate a few hundred a month.
Invest the money to become a millionaire in 26 years. If you put the $1000 into a retirement account every month that earned 8% interest, you’d be a millionaire ($1,036,209 to be exact) in 26 years. That’s the power of compound interest. This also means you could fund your retirement solely with the money from your second income. If you do this, you’ll reach financial independence and early retirement quickly.
I read about early withdrawal penalties on IRAs/401Ks very often. Almost always with a statement of “locked up” or “can’t touch” until 59.5. I’m sure you and well informed readers as well know about SEPPs in regard to IRAs/401Ks. For those that don’t SEPPs aren’t perfect but they are a way to tap retirement funds penalty free and I will be using in the future as I have over half of my equity investments within retirement accounts. South of a mil, North of a half. Let me add that I think your blog is outstanding.

became $1,000,000 during an 18 year period (about 3x better than Berkshire Hathaway). Five – ten shares, or more, invested in a ROTH Ira and held *consistently* come h..l or highwater, with dividends and splits reinvested, may provide you a very pleasant surprise in 20 years or so. Asset Managers often do better than the assets they manage. Eaton Vance (EV) and T. Rowe Price (TROW) also did exceedingly well over a 25 year period.
“Start-up time” required: Poor – Experienced niche site builders will be well versed with outsourcing certain tasks and running through the whole process very efficiently, but when you first start out, it can take a long time to earn your first dollar from a niche site.  Doing research, designing the site, writing content, and doing proper SEO work can all be very time consuming, and the payoff isn’t always something you can rely on.
There are a ton of ways to diversify your investments, some of which can send real income your way. By opening a brokerage account and investing in ETFs or mutual funds, you can earn real returns you can use to supplement your income. Of course, the flip side can also happen – as in, you can lose money. So, make sure you understand the risks before you dive in.