Thermoplastic resin fiber composites have an easy fabrication process, good mechanical properties, and compatible stiffness to tooth dentin. However, they have not yet attracted much interest in the field of dentistry. The current study was carried out to test a new proposed approach to manufacture a fiber reinforced composite endodontic post and evaluate its flexural strength through a two-point inclined loading test. The proposed fiber post manufacture approach depends upon a braiding technique of the glass fibers’ (GF) reinforcing component with thermoplastic polypropylene (PP) resin fibers that will later represent the resin matrix after thermal melting. Posts were made of different core (70%) and sheath (30%) construction (PP/GF ratios) using three different GF types and seizing pre-treatment to both fiber types. Two-point inclined loading test at 45 °C applied force angle was used to test the posts’ flexural strength. Fiber posts (1.6 mm in diameter) with pure GF (de-sized starch E-GF and pre-silanized S-GF) core, and sheath construction with higher PP/GF ratios, showed the significantly highest two-point bending strength (56.67 ± 4.89 and 53.96 ± 1.81 MPa, respectively), among experimental posts groups (except for the commercial control posts). However, posts with PP core type showed the lowest values (21.59 ± 1.86 and 16.54 ± 1.94 MPa for de-sized and E-glass sheath fibers, respectively). Based on these findings, the proposed approach was reliable in producing fiber-reinforced composite post with the desired dimensions and fiber distribution. Post construction with a pure GF core and higher PP/GF ratio showed considerably higher flexural strength and GF volume fraction comparable to commercial available post types.