Welcome to OCC. The 149 should handle the GEE's fine. GEE's arn't usually as tough as a tiller and a good cub will handle a tiller just fine. The best answer though is to buy both of them! 
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Adam
Current Workhorses: 1977 1650, Sleeve hitch, #2 tiller; 1985 782, QA 42A snowblower, 50'' deck, 42'' blade, Ags, IH Wheel weights; 197? 1250; 1976 1250, hydraulic lift, 44'' deck, 54'' blade (currently needing a engine)
Current Projects: 1970 107, Sleeve hitch, 42'' deck, Tri Ribs, 8'' Brinley Plow
Family owns over 30 tractors, 7 combines, 2 bulldozers, 2 mid size trucks, 1 semi, too many truck and scouts to count including parts, and 3 pulling tractors. All vintage IH.
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