I-Nemacolin Woodlands Indawo yokudlela eseningizimu-ntshonalanga yePennsylvania, uqoke uDavid Ryan ukuthi abe yimenenja jikelele entsha yendawo yokungcebeleka. Endimeni yakhe entsha, u-Ryan uzohola imisebenzi nokuphatha kwansuku zonke kwe-Nemacolin kuyo yonke iminyango, egxile ekwandiseni ulwazi lwezivakashi kanye nomgomo nokukhula kwendawo yokungcebeleka.
Ngaphambi kokujoyina iqembu le-Nemacolin, u-Ryan wakhonza ezikhundleni ezifana noMqondisi Wezokuthengisa Nokuthengisa e-Ritz-Carlton Half Moon Bay, lapho ekhule khona imali nge-17%; kanye noMphathi-Jikelele we-432 Park Avenue, ebhekele ukuvulwa kwalokhu okusezingeni eliphezulu, okunethezeka isakhiwo sokuhlala. Muva nje ubeyiMenenja Jikelele e-HI-5 Hospitality, okuyifemu ebonisanayo nethimba elisebenzayo, esiza amahhotela ekwandiseni imali engenayo, eqinisa ukusebenzelana kwabasebenzi kanye nokwenza ngcono ukwaneliseka kwamakhasimende.
Ongowokuzalwa eChicago, uRyan uthweswe iziqu eMichigan State's School of Hospitality Business. Lapho engagxili emaqenjini akhe asekhaya (amaBhele, amaBlackhawks namaCub), uyathanda ukupheka, ukuzama amawayini amasha nokuchitha isikhathi nomkakhe nezinja ezimbili zokuhlenga. Ujabule kakhulu ngokujoyina iqembu le-Nemacolin, ethi "izinhloso zami ngenkathi ngisebenza njenge-GM ukuzuza ukuhlonishwa kwama-Associates nsuku zonke futhi kujabulise izivakashi zethu."
