Sorry, no online dictionaries contain the exact phrase gaining on him.
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Reverse dictionary results:
1. catching up
 2. closing in
3. narrowing gap
4. pursuing
5. trailing
6. access
7. achieve
8. achieving
9. capture
10. cheat
 11. contact
12. gain
13. have
14. load
15. make
16. making
17. outside
18. pull
19. stand
20. steal
 21. study
22. understanding
23. euchre
24. ascendant
25. cheated
26. fight
27. learning
28. living
29. lose
30. more
 31. toady
32. acquisition
33. develop
34. emerge
35. exchange
36. exchanged
37. getting
38. money-making
39. obtain
40. politics

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You can look up the words in the phrase individually using these links:   gaining ?   on ?   him ?
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