1. Trump had first ran for President back in 2000 and had openly flirted with the idea for years, so it was pretty much "known" at the time BEFORE 2014, that he would likely run.
2. Here's one trademark application Trump filed in 2012 for the "Make America Great Again" mark for services related to campaign fundraising and PAC's.
(It would pretty safe to say that a lot of people had a very good idea that Trump would be running, well before 2014, as trademark filings are public record.)
Word Mark MAKE AMERICA GREAT AGAIN
Goods and Services IC 035. US 100 101 102. G & S: Political action committee services, namely, promoting public awareness of political issues. FIRST USE: 20150412. FIRST USE IN COMMERCE: 20150412
IC 036. US 100 101 102. G & S: Fundraising in the field of politics. FIRST USE: 20150522. FIRST USE IN COMMERCE: 20150522
Standard Characters Claimed
Mark Drawing Code (4) STANDARD CHARACTER MARK
Serial Number 85783371
Filing Date November 19, 2012
Current Basis 1A
Original Filing Basis 1B
Published for Opposition October 29, 2013
Registration Number 4773272
Registration Date July 14, 2015
Owner (REGISTRANT) Trump, Donald J. INDIVIDUAL UNITED STATES 725 Fifth Avenue New York NEW YORK 10022
(LAST LISTED OWNER) DONALD J. TRUMP FOR PRESIDENT, INC. NON-PROFIT CORPORATION VIRGINIA 725 FIFTH AVENUE NEW YORK NEW YORK 10022
Assignment Recorded ASSIGNMENT RECORDED
Attorney of Record Meredith M. Wilkes
Type of Mark SERVICE MARK
Register PRINCIPAL