Working with Inexperienced Leaders

Hey monkeys, curious about your experience. I work on a team where my boss 1.) doesn’t have deal experience, and 2.) is always fearful of asking question/looking dumb. He has been elected to run point on all transactions.

After the closed door meeting where a deal is discussed, he will approach me and ask me to figure out a deal for him. When I ask him fairly basic questions about deal structure, i.e what should the waterfall look like, are we coming in at their basis, what will the roles and responsibilities be, etc, he can’t answer. He then get frustrated that I don’t have the answer (when I wasn’t in the room to ask the questions to begin with).

Curious to hear if any of you have worked for inexperienced leaders before, and how you have dealt with them. It’s very frustrating, and I don’t quite understand what he’s talking about in the meetings, if it’s not these sorts of points…

 

Curious what has this looked like for you in office? Is your mentor always in office and answering questions you have? My current boss I would say doesn't have all the answers and is out of the office 50% of the time, but he does take the time to explain recordings if were getting signature pages signed, different structures in our deals but it's few and far between. A lot of the things I want to learn I just Google, we also aren't getting drinks and having periodic sit-downs to get discuss work. 

 

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