Maven Dependency Issues (MassiveCore.Factions Plugin)

Question

I recently downloaded the source for MassiveCore.Factions off GitHub (Downloaded as ZIP) and I imported this Project as an "Existing Maven Project" in Eclipse. I edited what I needed from the project but I am not sure what is the best practice to add dependencies to this project.

The goal is to have the Jar file which is compiled placed in the directory server/plugins/ along with other Jar files (some which this project depends on). This is the POM that is included with the GitHub download:

<project xmlns="http://maven.apache.org/POM/4.0.0" xmlns:xsi="http://www.w3.org/2001/XMLSchema-instance" xsi:schemaLocation="http://maven.apache.org/POM/4.0.0 http://maven.apache.org/xsd/maven-4.0.0.xsd">
<modelVersion>4.0.0</modelVersion>

<name>Factions</name>
<url>http://www.massivecraft.com/factions</url>

<groupId>com.massivecraft</groupId>
<artifactId>Factions</artifactId>
<version>2.7.5</version>

<properties>
    <project.build.sourceEncoding>UTF-8</project.build.sourceEncoding>
</properties>

<build>
    <defaultGoal>install</defaultGoal>
    <finalName>Factions</finalName>
    <sourceDirectory>${basedir}/src/main/java/</sourceDirectory>
    <resources>
        <resource>
            <targetPath>.</targetPath>
            <directory>${basedir}/src/main/resources/</directory>
            <filtering>true</filtering>
            <includes>
                <include>*.yml</include>
                <include>*.md</include>
                <include>*.txt</include>
            </includes>
        </resource>
    </resources>
    <plugins>
        <plugin>
            <artifactId>maven-compiler-plugin</artifactId>
            <version>3.1</version>
            <configuration>
                <source>1.6</source>
                <target>1.6</target>
            </configuration>
        </plugin>
    </plugins>
</build>

<dependencies>
    <dependency>
        <groupId>com.massivecraft</groupId>
        <artifactId>MassiveCore</artifactId>
        <version>LATEST</version>
    </dependency>
    <dependency>
        <groupId>org.dthielke</groupId>
        <artifactId>HeroChat</artifactId>
        <version>5.6.7</version>
        <scope>system</scope>
        <systemPath>${project.basedir}/lib/HeroChat-5.6.7.jar</systemPath>
    </dependency>
    <dependency>
        <groupId>com.griefcraft</groupId>
        <artifactId>LWC</artifactId>
        <version>4.4.0</version>
        <scope>system</scope>
        <systemPath>${project.basedir}/lib/LWC-4.4.0.jar</systemPath>
    </dependency>
</dependencies>

At first glance I have a few questions regarding this POM file and would like input:

1. Some of the dependencies include a System Path that should be included in a /lib file for compile time, but for runtime, some of them are included in the same directory as the Factions plugin itself. Can I just assume that everything will work out in runtime if I leave the files as is according to the POM in compile time?

2. I need to add an extra dependency named bukkit. There are a few bukkit Jars in the server files and will need to test which one it is. However, there is only one that resides in the server/plugins/ directory. If it isn't in that directory, how would I go about trying to compile then if the Jar file will eventually be in a different directory.

3. There is a dependency for MassiveCraft.MassiveCore in the POM file but doesn't include a System Path nor was it in the GitHub download. I have the file but how would I handle this situation based on this dependency?