To do list of the future | AI Powered

April 24, 2019 in GipsyTime, Time Hacker

Have you seen the movie “Her” ? An AI called Samantha was supposed to make the Theodore’s life, the main character, easier by organizing his life and also making him succeed in his career and love goals. While she managed to break his heart, she does help Theodore in his career, gets his work published and gets him closer to his childhood female friend.

I have a different interpretation of the AI of the future – it’s a little bit less sexier than Scarlet Johansen but it is a lot more empowering

Here are twelve things that I think a to do list of the future can do to help you achieve your goals

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A typical day in the life of Alina Vandenberghe – GipsyBot (dba GipsyTime) co-founder

March 13, 2019 in GipsyTime

I can’t run a productivity company and not be on the top of my game, right?

Well, it’s not by accident that I got into this space. I have been naturally obsessed by efficiency ever since I was a kid. Multitasking came early for me – I was working to pay for my education ever since I was 12

A few years later [sic] I’m the co-founder of two Saas companies and the mom to a 1 month old baby boy. I have to plan my days VERY carefully to make sure I’m most productive

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Here’s our anti-term sheet for VCs… Do you have yours?

November 6, 2018 in GipsyTime

Pretty soon GipsyBot will embark on a fundraising journey, naturally I’ve started thinking about the most productive way to find the “perfect VC”.

I’ve read enough blogs posts on fundraising, they all focus on the same thing: how to pitch.

But few of them talk about the selection process from a founders’ standpoint.

And for me, at least at this stage, that’s far more important than my deck or the size of my raise.

I want to look forward to board meetings.

I don’t want to view them as a chore.

Similar to how one would write a criteria for finding someone to share their life once they decide they want to get married, I started creating a list of the things I’m looking forward from our future VC partner.

This post from Paul Graham on what to look for in a founder also inspired me.

So below are the attributes I’ll be looking for in my VC dating game: Continue reading »

Best practices when managing tasks you delegate to others

September 20, 2018 in GipsyTime

The ability to delegate effectively is no doubt one of the most important skills for managers. A study conducted in 2012 by Lawrence Technological University reported that 70% of leaders state they routinely delegate and 20% state they delegate often. Yet that majority of managers report struggling with too much on their plate. More often than not – it’s not that managers are delegating too much but that they are not delegating effectively.

Some signs that you might not be delegating effectively:

  • Your inbox is always full
  • Deadlines are missed
  • You do many of the same tasks you did prior to becoming a manager
  • Subordinates frequently come to you for clarification or guidance
  • You second guess subordinates’ decisions
  • Other managers at your level are consistently less busy than you

From our conversations with effective delegators, we’ve noticed certain patterns that we’re going to share with you in this article. We hope the following tips will help make you a better delegator at work.

  1. Ensure they have accepted the assignment
    You would be surprised how many managers make the mistake of not confirming acceptance of an assignment, and are surprised when tasks aren’t completed or deadlines not met. Communication is the key to success is any team, and it is critical that you confirm your subordinate understands and accepts the assignment.
  2. Define the desired result
    What is the result you seek? This should be clear to both the delegator and delegatee. If the deliverable is clear, and the scope defined, you minimize the number of revisions and clarification emails you receive down the road.
  3. Delegate the problem, not the task
    One of the biggest obstacles to effective delegation is not trusting subordinates to solve a problem, and consequently delegating specific tasks instead of the problem. Not only this reduce employee satisfaction, it creates more work for you. Instead, focus on defining the problem that needs to be solved, and leave the rest to your employee.
  4. Define the desired delivery date
    Needless to say, set clear delivery date expectations! While you might assume tasks can be completed within a certain time, people might have something else on their plate. Don’t let guesswork run your team – communicate, don’t assume.
  5. Track your delegated tasks using a task manager
    If you’re a frequent delegator, you’ll probably find it helpful to track your delegated tasks and when each is due. Avoid trying to remember them all in your head – it will only occupy your mindspace and make you less productive. You can use a journal, place emails in a “delegated” folder, or use GipsyBot, which specializes in managing delegated tasks.

Ad hoc requests: the #1 biggest impediment to team productivity

August 27, 2018 in GipsyTime

Ad hoc r
equests are tasks that come up unexpectedly, aren’t planned for, and are typically outside of a project’s scope. Regardless of whether your role requires you to assign these tasks to others or to complete them, they’re silently a productivity killer for everyone. But just how bad are they?

According to a survey conducted in 2008, between 40 to 60 percent of time spent at work was wasted due to these kind of interruptions. Culprits include impromptu meetings, last minute paperwork, redelegated tasks, even short email replies. That’s a lot of lost time. And time is money.There are two primary reasons why the current method of handling ad hoc requests is so detrimental to productivity:


Task Switching
Research conducted at the University of California, Irvine, found that it takes around 20 minutes for the average office worker to become re-absorbed in a task after an interruption. For some jobs like programming, it can take an hour or longer. We’ve all know the feeling of being “in the zone” when working on a task, and ad hoc requests remove us from that zone.


Uncaptured Tasks
For fellow productivity fanatics who’ve read Getting Things Done by David Allen, you’ve experienced the importance and value of capturing every single task that comes your way. Capturing tasks allows you to get things off your mind. Otherwise, your brain will continually be distracted by the countless number of things you have to do.Capturing ad-hoc requests is a challenge both for the assignor and the assignee. As there are no effective tools for managing these tasks, assignors are forced to keep post-it notes all over their desks, or create convoluted color-coded solutions with Microsoft Outlook folders, or rely on their memory.Assignees on the other end are challenged to remember what they promised to whom, and for when. In addition they have no easy way to prioritize all the requests they receive. They may have captured the requests in their own to do list, but that does not help with these two issues.


How do we deal with this?

It doesn’t help that, on average, office workers are interrupted by something every 3 minutes. What teams need is a better way to manage and coordinate these tasks. Project management tools don’t serve this category, since they focus more on tasks within projects (obviously). Neither do to-do-lists apps, which are more for personal use. The ideal solution is a tool that automatically captures, schedules, and tracks (if you’re the delegator) ad hoc tasks within a team so individuals can maintain their focus through all the noise. That’s exactly why we created GipsyBot. We strongly encourage you to give it a try and see the difference it will make in your day 🙂


Time, Not Tasks

August 15, 2018 in GipsyTime

No matter how different our daily lives are, there is one commonality between all of us – we all only have 24 hours in a day. That’s why we believe, and know, that in today’s hyperbusy environment, scheduling your time intelligently is more important than ever. We’re not saying task management isn’t necessary – it’s essential for organization and direction. But there’s a distinction – task management focuses on ‘planning’, whereas time management focuses on ‘doing’. Here some key reasons why time management is crucial, and works:


  1. It’s measurable

You can plan and list out all your tasks, but it’s pointless without grounding the tasks in the time it takes to do them. Knowing exactly how much time you have in a day and how your tasks fit into that time prevents you from overbooking yourself. You can keep also reliably track your productivity and find ways to improve. For instance, you might want to know: which tasks consistently take you longer than expected? Which tasks occupy most of your time? For the first time ever, an AI bot exists that can answer and do all of this for you.


  1. It’s universal

Your tasks go beyond just the tasks from your job. You may have personal errands to run, lunches with friends to eat, calls to make, or flights to catch. You have many lives – personal, work, and social. It’s hard to plan all of these tasks in one place. With Gipsybot, it’s easy. You can add tasks directly from any of your inboxes, significantly reducing email clutter. Plus, tasks are automatically synced between all your calendars. Organizing by time allows you to easily handle your daily priorities from all your lives, seamlessly. Which brings us to the next point…


  1. It focuses on the present

Time is fluid. Schedules change. It’s impossible to plan out your time too far into the future, and we recognize that. This is where a lot of the criticism of time management falls apart. Proponents of task management argue that time management results in too many tasks, and ignores prioritization. This isn’t a problem when you only manage your hours in one day. Again, time management can’t replace your task management tools, it’s meant to complement it. Gipsybot focuses on the number of hours you have in one day, and automatically schedules your time for you, so that you know exactly what you have to work on, and when.


  1. It’s action-oriented

Planning can only take you so far without action. When you know exactly how much time you have given yourself to complete something, you push yourself to finish it in that time. After all, to-do-list items are not meant to be big tasks spanning days or even weeks. They should be small and manageable enough that you can realistically finish them within one day. Of course, managing your tasks based on time also holds you accountable for completing them – especially useful if you tend to procrastinate or are easily distracted.


  1. It’s necessary for teams, and now, it’s possible!

Once your team has figured out which tasks to work on and who’s doing it, it’s time to deliver. Easier said than done – delays are inevitable when dealing with many internal and external stakeholders, causing a ripple effect across your entire team. While coordinating tasks is easy, coordinating individual schedules is difficult and time-consuming. But nothing good comes easy, right? Don’t worry, we did the hard work for you. GipsyBot allows you to delegate tasks in an intelligent way that adapts to people’s schedules, resulting in more doing and less head-butting.


Want Early Access?

We’ve built the most effective and intelligent time management tool ever, and we’re excited to be giving out beta access invite-codes for eager productivity enthusiasts to try. We’ve had terrific feedback so far – according to our testers, Gipsybot has meaningfully increased their productivity.

The 2018 Task Management Software Landscape

August 15, 2018 in GipsyTime

It has been more than 10 years since the release of the first iOS, and since then we’ve seen the number of productivity apps and software as a whole has skyrocketed. Recently, major tech players have been adding productivity tools to their app portfolios through both internal development and acquisitions. We’ve organized the current task management software landscape into 4 broad categories by function, analyzing overall trends as well as trends within each category, and added a fifth, emerging category: AI-powered Task Management.



To-Do-List apps have become more and more feature-rich over time. Given the rise of mobile, it’s no surprise that multi-device support is one core feature of all major to-do-list software, although most lightweight to-do-list apps operate only on mobile. For more powerful apps, collaboration and integration support is critical and expected. Many team-oriented to-do-list apps also support real-time communication via commentary on tasks. Transferring calendar events and tasks to and from different platforms is also getting easier through new automatic import solutions.


General Note Taking

Note-taking apps are and have always been relatively simple and feature-bare. For most users, OEM software such as Notes on macOS and iOS have been sufficient. Ability to access notes on multiple devices via cloud is a must-have, and that accessibility remains a competitive advantage for large tech companies like Microsoft, Google, and Apple, whose hardware and software ecosystems make that easy. Recently, Google has released the note keeping app, Google Keep. Although it was well-received, Microsoft OneNote still remains the favorite amongst diligent note takers. For smaller developers, UI and design are often key to differentiating their product.


Project Management

In recent years, there has been a large shift in project management methodology towards Agile, not just in IT, but across many different business functions and industries, including marketing, sales, finance, and construction. Some common attributes in project management released in recent years include support for faster communication, and rapid and continuous output from projects. This shift has led industry leaders like Atlassian to acquire or build their own software that utilize this new framework.


Industry Specific Task Management

Most industries requiring task management are well served by general task management software, but some niche industries require specific solutions for their needs. Software in these niche industries have traditionally faced less competition – not a surprise given its smaller market. Software for niche industries usually include task management only as part of a larger, comprehensive business management solution.


GipsyBot – AI-Powered Time Management

Many new and existing apps are beginning to implement AI in minor features, such as natural language processing. We want to do more. GipsyBot starts with the basic idea that we have multiple lives – personal, work, social, etc – and multiple people to coordinate with, but only one timeline. Hence a truly effective task & time management solution needs to capture every explicit and implicit task, self-assigned or delegated, from inbox to other apps, and intelligently schedule these tasks on an ongoing basis. This can only be done with the help of machines – and our smart engineers behind them 🙂

Which of these 9 unique to-do-list apps is made for you?

August 15, 2018 in GipsyTime

With the huge number of To-Do-List apps out there these days, it can be a real hassle to figure out which app is the right one for you without trying them all. We know just how tedious that is. Even the best apps always seem to be missing a feature here and there. The truth is, every app requires you to adapt your behaviour in order to make the most of it. We’ve prepared a review  of 8 very different to-do-list apps so you can find the one that best suits your preferences. And of course we’ve added GipsyBot to the list to explain how it’s different!


Trello – Teams, Visual, All-Purpose, Leading in Integrations

Trello stands at the top of the all-purpose task management category. Its Kanban style layout is great for people who like to organize their tasks visually. Its core features are also very team-oriented, such as:

  1. Task assignment, deadlines, categorization and labelling, and attachments
  2. Commenting on cards to stay updated on task progress
  3. Power-ups: additional features (some paid) such as integrations with other project management software, business-activity specific features such as sales, and more

The service will do well for most people and for most purposes, but given its strategy of serving the common denominator, Trello might not be for you if you have more specific requirements, or are looking for a lighter solution.

Price: Free for individuals, $9.99 per user per month for businesses


Wunderlist / Microsoft To-Do – Personal Use, Microsoft Ecosystem

Targeted more towards personal users, Wunderlist is great as a lightweight alternative to more complicated task management apps. With over 13 million users, it is one of the most popular apps on iOS and Android. For those who don’t like too many things going on at once, Wunderlist keeps your task list clean and only shows one list of items at a time. Wunderlist’s integrations with other apps is a bit behind the curve, not a surprise given the app’s focus on simplicity.

In 2017 Microsoft acquired Wunderlist and began building a more intelligent to-do-list, called Microsoft To-Do. The new service introduced “Intelligent Suggestions”, which automatically prioritizes important tasks such as what’s due or upcoming, or overdue tasks from yesterday. If you’re a Wunderlist user, Microsoft has also built an importer to help you easily transfer tasks and events from Wunderlist to To-Do.

Price: Wunderlist: $4.99 / month, To-Do: Free with a Microsoft Account


Todoist – Multi-Platform Support, Natural language Input, Productivity Score

Todoist is great for people who work frequently in different locations and like to manage their tasks anywhere. The company’s focus on multi-device support clearly resonates with its large user base of more than 13 million users. One cool feature is natural language input when writing tasks, allowing users to schedule, assign, and categorize directly from the task input box, significantly reducing clicks. Over time, users can build up their ‘productivity score’, with incentives such as karma, streaks, and daily goals. Smaller teams should find Todoist’s features to be sufficient, although the app fares better for personal use.

Price: $29 per user / year


Google Keep – Google Ecosystem, Personal Use, Not-Really-A-List, Chrome Extension

If you’re the kind of person who likes to keep sticky notes of their to-do-list items, Google Keep is for you. Built into the Google ecosystem (meaning no new accounts, yay!), Google Keep is a relatively lightweight solution with all the basic functions. But what sets Keep apart is all the benefits of the Google ecosystem: reminders sync directly between Keep, Inbox, and Calendar – perfect for those who use Google apps extensively. Besides mobile and web, the app also comes as an extension so that you can create notes from any website.

Price: Free – To-Do-List Essentials For When Apple Reminders Just Isn’t Cutting It is a minimalistic, easy-to-use To-Do-List app that is great for personal users who are looking for something a little more capable than Apple Reminders. While’s mobile UI is great, the web app unfortunately falls short and seems to be designed by a mobile team rather than a web team.

Price: $2.99 per month


Habitica – Gamified Tasks, Self-Improvement, Mobile

Taking one of the most interesting approaches to managing tasks, Habitica turns your daily tasks and habits into a game. Not only do users enter their to-do’s, they also enter both their good and bad habits, as well as real life rewards, such as ‘watching a movie’ for motivation. Users can connect with other users and complete quests together – don’t worry, the quests are all items to do in real life that help the user complete their goals.

Price: Free


Things (Revamped!) – 3 in 1: Calendar + Reminders + To Do, Great UX

The original Things app released in 2008 was one of the earliest successful task management apps released on iOS and Mac. Very recently, the developer Cultured Code released an all new, redesigned version with a host of new, well thought-out features. Perhaps the best of these is the upcoming view, which allows users to see their calendar, to-do’s, and reminders all in one view. Targeted towards personal users, Things doesn’t support collaboration or sharing, but is certainly powerful enough for even the busiest of people.

Price: $9.99, $19.99, $49.99 for iPhone, iPad, and Mac respectively


OmniFocus 3 – Desktop-focused, High-performance

When it comes to raw performance, nothing really comes close to OmniFocus. The software looks and feels heavy-duty, and has an incredible number of features. Of course, this comes at the cost of usability, so it’s definitely recommended more for users with an equally heavy to-do-list. Because OmniFocus’ UI and features are designed for desktop, the software is not suitable for people who need to keep track of things on-the-go.

Price: $39.99 for Standard, $79.99 for Pro


GipsyBot: Time-Focused, AI-Powered, Personal & Team Use

GipsyBot starts with the basic idea that we have multiple lives – personal, work, social, etc – and multiple people to coordinate with, but only one timeline. Hence a real effective task & time management solution needs to capture every explicit and implicit task, self-assigned or delegated, from inbox to other apps, and intelligently schedule these tasks on an ongoing basis. This provides a brand new experience, unlike any of the other to-do list apps above. Worth a try for everyone!

Price: Free