What is the best way to help people estimate their required effort on tasks accurately so the rest of the team can make realistic and accurate plans?

There is a legendary example of this: Jack Dorsey being the CEO of both Twitter and Square simultaneously. Yes, it is possible to hold two jobs. It's even possible to be the CEO of two billion-dollar companies. It's far from easy, but it's possible with an extreme dose of discipline and time management. I heard Jack personally tell the story of how he managed his time at a fireside chat he did in New York. The closest I can get to an online article that talks about it is this: http://money.cnn.com/2011/11/13/technology/dorsey_techonomy/ Take a look at the way he splits the days of his week into themes. Each of his 6 working days has a purpose. Monday: Management meetings and "running the company" work Tuesday: Product development Wednesday: Marketing, communications and growth Thursday: Developers and partnerships Friday: The company and its culture Saturday: (no work) Sunday: Big picture strategy But he then goes next level and splits his time between two companies by alternating mornings and afternoons in each office. The article mentions him working 16 hour days – 8 hrs at each company – but when Jack told the story himself, he said he was splitting mornings and afternoons between the companies. Monday Morning = Twitter Monday Afternoon = Square Tuesday Morning = Square Tuesday Afternoon = Twitter Wednesday Morning = Twitter etc This might be an approach you can think of taking. It means you make it clear what your schedule is, when you will be working on different aspects of each job, and then be incredibly disciplined about sticking to the schedule so other people can accommodate and work with you.

Hi Michael, Yes: there is a way to do this. That is the brunt of what I train business owners and professionals to do: the key is in brain science. There are a couple of points and then the basic practices: a. The brain can only handle about four items per day of high priority b. These items need to be outcome oriented: i.e. a number or observable event : not action oriented which is what most people do (if you don't the brain does a pattern mismatch and triggers a worry response) c. Create four max. long term objectives: e.g. for the year d. Ensure that daily there is some correlation between the daily outcomes and the long term objectives e. Create a mission statement, and ensure the same correlation Works very well: and I gave you the gist: however, this requires some practice and daily coaching: about 10 to 15 minutes a day for four days a week for between 3 to 6 months. We have experimented with apps, but found that email is hands down the way to get this done daily. The daily emails track the correlation, training in picking the best daily outcome, provides accountability etc. Then we train people in how to schedule into their calendars (electronic preferred with alarms set - so you don't worry about pacing - your smart phone does) using 21 Safe and Sane management tips: these are done in a way to increase flexibility : i.e. more blank space on the calendar to handle innovation time and breakdowns that inevitably occur. I am oversimplifying, but it works and we have the data and 22 years of working with thousands of clients to demonstrate Kind regards, Sunil Bhaskaran

If I have to tell you only one thing: it is Distribution. Most of the entrepreneurs (including me at one point) are so obsessed with the product and adding new features to it. They completely overlooked the fact that Distributing the product is what play single most important role. Even over the quality of the product.

The Pomodoro method has changed my life! Whenever I'm writing or working out a creative problem, it really helps me focus on just one thing at a time. It's a simple timer that breaks down your day into 25-minute chunks (with 5-minute breaks). I use the Tomato One app on Mac OS, but there are countless others. Check it out and let me know what you think. I'd be happy to walk you through it or give some more tips if you need them. Thanks!

It depends on your charter or mission as well as your long term vs. Short term objectives. If your mission involves a larger more expansive view - then you will need to spend a lot more time on unique problem solving that has a strong potential ROI feeding the fulfillment of the mission. It kind of boils down to ROI (return on investment) vs. risk for me: I look at the ROI and risk (opportunity cost) for almost everything that I choose to do - this helps me compare various choices for what to focus on daily, weekly, monthly and yearly. Having clear objectives for the month, week and year also help in selecting what percentage of time as per your question. If the solution of this problem feeds the fulfillment of your objectives vs. the solution of this problem prevents a risky situation: that may be the question to answer. I hope this helps. Feel free to interact so that I can delve into the complexities and nuances that are inevitably there.