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Building a case to start working remotely in 90 minutes

Jevin Maltais

Research shows that people who choose to work from home are happier, more productive, and stay at a company longer. With advances in technology, many jobs can be done remotely, just as effectively (or better) than in a centralized office environment. In this 90-minute workshop, we’ll introduce a powerful progressive strategy to build trust and (hopefully) convince your manager to agree to let you start working remotely.

What you'll learn-and how you can apply it

By the end of this live online course you’ll understand:

  • The pros and cons to remote work
  • The different types of remote work
  • How to build a case for your particular situation
  • Common objections your manager might have and how to respond to them
  • Metrics that your manager may care about to demonstrate that you’re being productive at home
  • What you will need to have in place to set yourself up for success for remote work

And you’ll be able to:

  • Build a clear “game plan” to confidently discuss with your manager exploring remote as a possibility.
  • Understand the advantages of remote work and how to show your productivity
  • Capture metrics to evaluate the success of your remote pilot

This training course is for you because...

  • You work in an office setting, but want to work remotely all or part of the time.


Recommended preparation:

  • Find out if anyone in your organization already works remotely (either from home or a different office, either part-time or full-time). Is there a precedent for remote work in your organization? If so, do those people work in your department? Do they work remotely while travelling? Are there any entire teams that work from home?
  • Look at your day-to-day workflow and make a list of things you do solo, things you need to coordinate with others, and things that require highly interactive collaboration (like whiteboarding sessions, for example).

Recommended follow-up:

About your instructor

  • I’ve managed 50 people remotely in 10 years and a number of whom I’ve worked with for 5+ years. I’ve successfully helped a number of companies hire their first few international remote employees, most of which have stayed on long term with that company.

    TheRemoteCTO.com (My Consultancy)- Built 15 web, mobile and machine learning products for clients around the world. Our team of 9 design/development spanned 6 timezones and we would release the first version of each product within 2 weeks from the start of development.

    Triage.com - CTO - Managing a team of 13 data scientists, data managers and engineers remotely who worked all over the world.


The timeframes are only estimates and may vary according to how the class is progressing

Remote fundamentals (45 minutes)

  • Presentation: What is remote work? Different types, benefits and challenges.
  • 5x Presenting an Objection and Polling: “Here’s the objection, who thinks your manager will bring this up?”. Then discuss the rebuttal and what you can do to support that case.
  • Q&A

Putting together a plan (45 minutes)

  • Presentation: The high-level phased approach. Work Saturdays from home to build a case. Basic negotiation skills.
  • Poll: How confident are you now that you'll be able to put together a plan that your manager will approve?
  • Q&A: What are your biggest concerns?