Double-shot inkjet printing (DS-IJP) is a unique technique for manufacturing molecular semiconductor films by an alternate microdroplet deposition of semiconductor solution and its antisolvent. Here, we investigated patterned thin-film formation of 6,13-bis(triisopropylsilylethynyl)pentacene (TIPS-PEN) by the DS-IJP technique. We found that uniform and pinhole-free thin films can be grown using TIPS-PEN; the films are composed of large crystal domains and with thickness uniformity over the whole area of the films. To obtain uniform films, it is necessary to reverse the deposition sequence between semiconductor solution and the antisolvent for TIPS-PEN, as compared with the deposition sequence in the case of using 2,7-dioctyl[1]benzothieno[3,2-b][1]benzothiophene (C8-BTBT), most possibly owing to the strong preference of TIPS-PEN to form plate like crystals. On the basis of the results, we discuss that the crystalline preference should be a key factor for optimizing the printing processes using molecular materials by the DS-IJP.