In order to understand the relationship between planet multiplicity, mass, and composition, we present newly measured masses of five planets in two planetary systems: Kepler-323 and Kepler-104. We used the HIRES instrument at the W.M. Keck Observatory to collect 79 new radial velocity (RV) measurements for Kepler-323, which we combined with 48 literature RVs from TNG/HARPS-N. We also conducted a reanalysis of the Kepler-104 system, using 44 previously published RV measurements. Kepler-323 b and c have masses of
2.0
−
1.1
+
1.2
M
⊕ and 6.5±1.6 M
⊕, respectively, whereas the three Kepler-104 planets are more massive (10.0±2.8 M
⊕,
7.1
−
3.5
+
3.8
M
⊕, and
5.5
−
3.5
+
4.6
M
⊕ for planets b, c, and d, respectively). The Kepler-104 planets have densities consistent with rocky cores overlaid with gaseous envelopes (
4.1
−
1.1
+
1.2
g cc−1,
2.9
−
1.5
+
1.7
g cc−1, and
1.6
−
1.1
+
1.5
g cc−1 respectively), whereas the Kepler-323 planets are consistent with having rocky compositions (
4.5
−
2.4
+
2.8
g cc−1 and
9.9
−
2.5
+
2.7
g cc−1). The Kepler-104 system has among the lowest values for gap complexity (
C
= 0.004) and mass partitioning (
Q
= 0.03); whereas, the Kepler-323 planets have a mass partitioning similar to that of the Inner Solar System (
Q
= 0.28 and
Q
= 0.24, respectively). For both exoplanet systems, the uncertainty in the mass partitioning is affected equally by (1) individual mass errors of the planets and (2) the possible existence of undetected low-mass planets, meaning that both improved mass characterization and improved sensitivity to low-mass planets in these systems would better elucidate the mass distribution among the planets.