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Leonard Snapstailer has a diverse background in financial and accounting roles. Leonard started their career as a Senior Financial Consultant at MetLife - New England Financial, where they managed the preparation of financial statements and implemented new procedures for account reconciliations. Leonard then worked as a Financial Consultant at Hannover Life Re America, where they coordinated due diligence processes and state examinations. Leonard also provided freelance accounting and financial consulting services to various industries before joining Group 1001 as an Associate Director of Financial Reporting.

Leonard Snapstailer completed their Bachelor's degree in International Finance at Northeastern University from 1974 to 1979. Leonard then pursued graduate-level courses towards an MBA in Business Information Systems at Bentley University from 1981 to 1983.