Born in San Juan, Telesford was a member of the youth setup at famed Trinidadian club Joe Public, before coming to the United States in 2003.

He played college soccer at Liberty University, starting 65 of 66 matches from 2003 to 2006, scoring 8 goals and assisting on 8 more.

He was PDL Defender of the Year in 2006, and was a PDL First Team selection for helping Dynamo to a league-best 14–0–2 regular season record Telesford was drafted in the 2nd round (21st overall) by Chicago Fire in the 2007 MLS Supplemental Draft, but played 2 Major League Soccer games for the team before being released at the end of the year.

Telesford played for the Criollos de Caguas FC in the Liga Puerto Rico from 2013 until his retirement in 2015.

[2] Telesford earned his first cap for the Trinidad and Tobago national football team in January 2007 during the Caribbean Digicel Cup.