Tailwinds = Bullish upward markets
A bull market is when prices are rising or expected to rise. Bullish means that an investor believes that a stock or the overall market will go higher.
crosswinds = sideways moving markets
A sideways market is when prices of investments remain within a tight range for any period. They don't make higher highs or a breakout above the previous highest price.
headwinds = bearish downward markets
Bearish means that an investor believes the stock will go down or underperform.