Richard H. Long began his career at age 14 in his father's shoe factory, eventually taking over the business and expanding it significantly. He transitioned from manufacturing shoes to producing automobiles, showcasing adaptability and entrepreneurial acumen. Long's business ventures included supplying war materials during World War I and managing multiple companies, demonstrating resilience and strategic pivoting in response to economic conditions. His political involvement included endorsements and active participation in national conventions, reflecting a commitment to public service and political engagement.

Richard H. Long's political identity is marked by a dynamic blend of party affiliations and ideological adaptability. Despite his early endorsement of Republican Warren G. Harding, he later supported Democratic President William Jennings Bryan and even temporarily aligned with the Republicans. His shifting allegiances reveal an ideologically agile approach, balancing regional interests with broader party dynamics. Long's support for the Boston Police during the strike underscores a firm stance on law and order, contrasting with his economic policies that sometimes aligned with progressive ideals.