Both the Checkmate Convincor 270 2012 and the Checkmate SFX 250 2009 are deep-V designs, both built in fibreglass, so the buying decision usually comes down to a handful of practical questions: how many people are you putting on the water, how far do you trailer, and what does your tow vehicle weigh?
On paper these two are close siblings in the size department - Checkmate Convincor 270 2012 at 27,0 ft versus Checkmate SFX 250 2009 at 25,0 ft. At 4 000 lbs and 4 000 lbs respectively, both sit in a similar weight class - either should pair comfortably with most mid-size SUVs and half-ton trucks, though always confirm your specific tow rating with the motor added.
The power gap is worth calling out. Rated to 425 hp, the Checkmate Convincor 270 2012 has a 250-hp advantage over the Checkmate SFX 250 2009's 175-hp ceiling - enough to notice on acceleration and at cruising speed, particularly with a full passenger load. Fuel capacity breaks the other way: the Checkmate SFX 250 2009 carries 140 gallons versus 75 gallons in the Checkmate Convincor 270 2012. On a lake day that's negligible, but for coastal cruising or long reservoir runs the extra range matters.
Bottom line: Performance buyers should lean toward the Checkmate Convincor 270 2012 and its 425-hp ceiling. If fuel economy and quieter running matter more than top-end speed, the Checkmate SFX 250 2009 with its 175-hp rating is the more economical daily driver.