You will both have your challenges but the relationship can work through awareness. Virgo likes to work and fuss over the details and Leo loves the grand vision and likes to be made a fuss over. So there can be a mutual exchange between you both. However you both have different modes of operating and at times this could infuriate each other. Leo may not focus enough on practical concerns for Virgo and Virgo may seem too focused on work rather than play. Virgo can learn to relax and enjoy life more from Leo and Leo can learn to bring a little humbleness to the mix, softening any falls from pride at times.