I feel like an idiot when it comes to confronting my boss. The almost complete collapse of confidence seems to surprise me every single time.
I have thousands of dollars in IT/Web/Phone proposals on my desk. Determining the best time to discuss these items with him is agonizing. All of these proposals pertain to things that need to be purchased, fixed, implemented, and finalized. They are all important.
He has a tendency to ignore and postpone decision making. More often than not, decisions that involve spending large amounts of money do not get made without a copious amount of pestering, nudging, and various other obnoxious reminders.
Approaching him is a daunting task for me. I do not look forward to it.
I take care of all things technology related in this office. Not because I want too necessarily, but because I am the only one who knows how. My actual position at this company is not related in any fashion. I would appreciate timely responses and final decisions in return for my willingness to take on the burden of handling technology implementation and maintenance.
This does not seem like too much to ask does it? Perhaps my expectations are high due to lack of perspective. I have no idea what it must be like to run a small business. Or perhaps I am simply impatient. Last year I stayed late on Christmas eve to process his last minute decisions.
