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"... 'Working alone' is arguable. - For sure he didn't have much money but he did get around. [Russia/Mexico] - I don't recall that his personal finances were ever even reconciled by the Commission. - How did he manage to finance his political activities on minimum wage dead end jobs?"

Oswald took a bus to Mexico. How much do you think it cost in 1963 to charter a ride through Mexico in a greasy bus with diesel exhaust and dirt up to the windows? I wouldn't be surprised if the fare is under 100 bucks even today. There were several witnesses to that expedition. He ate cheap meals at the chartered stops. On that trip, he was even wearing the ratty sweater he had on when he was arrested in Dallas.

He passed out poorly mimeographed 'Fair Play for Cuba' handbills in New Orleans. Sounds cheap to me.

To Russia, he booked a shared cabin on a clunky freighter to Europe with part of his savings from the USMC and even walked part of the way into the USSR. He petitioned the US State Department for funds to get him home when he wanted to return with Marina. They billed him for a refund.

He also bought a cheap surplus rifle via mail order that he used to murder the President of the United States.

Buried within the 26 volumes of the Report are Oswald's service records, testimony of his officer in the Marines, State Department papers, contacts with top CIA officials in the USSR, job applications, a certificate of special training in radar, electronics, photographic skills, Russian language tests and proof of learning abilities, college applications and acceptances, intelligent correspondence with the Navy and important public officials, FBI contacts in Texas and New Orleans, access to passports and special favors, funding by the State Department, arrangements provided by the Treasury Department cancelled pay checks and continuous funding associated with Government employment, proof of being coached in legal rights, and Oswald's connections with U-2 flights over the USSR.
Oswald was not rejected by the society in which he lived. He received special favors in the Marines, being relieved of duty while meeting with secret persons. His discharge was honorable from the service. His entry from Helsinki into the USSR was speeded up in an "unusual" hurry. Housing and finances in the USSR were superior to that of anyone around him. All waivers were passed, breaking particular stipulations in the State Department, to allow his Russian wife speedy entry into the U.S.
Lee and Marina stayed at the best hotels, were met by VIPs at the New York harbor, were taken to their hotel, airport in limousines. Oswald had special privileges, traveled in the USSR without passes, received an immediate passport renewal in the U.S. in June 1963, and proved that with every gesture he made somebody was catering to his wishes, rather than rejecting his plans.
Research in the Report indicates that Lee Oswald was not without friends in the U.S. or in the USSR. All of his contacts and associations were with medical students, lawyers, doctors, oil engineers, accountants, professional people, professors, employees of space and defense industries.
There was a chain of command from the time of his arrival in Fort Worth in June 1962 that took care of introductions, jobs, housing, placements, assignments.
All of this had the earmarks of a very complicated and successful intelligence operation, one in which Oswald was kept on a financially short leash.