ðə sˈɛkənd wˈɛbstɑːk ɹˈæn fɹʌm tˈɛn fˈɪftiːn fˈɛbɹuːˌɛɹi tˈuː θˈaʊzənd ˈeɪt, wɪð spˈiːkɚz ɪŋklˈuːdɪŋ ʃˈɔːn hˈɛnɹi dˈʌbəljˌuː θɹˈiː sˈiː, sˈaɪmən wˈɪlɪsən dʒˈæŋɡoʊ, skˈɑːt bˈɜːkʌn, ˈeɪmi hˈɔɪ, pˈiːɾɚ mˈɔːɹvɪl, nˈæt tˈoːɹkɪŋtən, dˈæn sˈɛdɚhˌoʊm, kˈɛli ɡˈoʊɾuː, mˈaɪkəl lˈɑːp, kˈæl hˈɛndɚsən, dʒˈɪl wˈeɪlən, ɹˈʌsəl bɹˈaʊn, dʒˈeɪsən sˈæntə mɚɹˈiːə, ɹˈeɪtʃəl mək ˈælpaɪn, sˈæm mˈɔːɹɡən tɹˈeɪd mˌiː, tˈɑːm kˈoʊts jˈæhuː!, lˈɪz dˈænzɪkˌoʊ, dˈeɪmiən kˈɑːnweɪ pˈɜːl, lˈuːk ɹˈɑːbəlwski ænd kˈæθi siːˈɛɹə.
The second Webstock ran from 10–15 February 2008, with speakers including Shawn Henry (W3C), Simon Willison (Django), Scott Berkun, Amy Hoy, Peter Morville, Nat Torkington, Dan Cederholm, Kelly Goto, Michael Lopp, Cal Henderson, Jill Whalen, Russell Brown, Jason Santa Maria, Rachel McAlpine, Sam Morgan (Trade Me), Tom Coates (Yahoo!), Liz Danzico, Damian Conway (Perl), Luke Wroblewski and Kathy Sierra.