NEWS & RESOURCES
News, Teleworking

The shift towards telework has become a significant trend in today’s workplace. If you’re considering asking your boss for permission to telework, it’s essential to approach the conversation thoughtfully and professionally.

Here’s a step-by-step guide to help you make a compelling case for telecommuting.

Step 1: Assess Your Job Role and Suitability for Telework

Before approaching your boss, evaluate whether your job responsibilities are suitable for telework.

Consider the following:

  • Task Nature: Are your tasks primarily digital, and can they be performed remotely without affecting productivity?
  • Communication Needs: Can you communicate effectively with your team and clients through digital tools like email, video conferencing, and messaging apps?
  • Self-Discipline: Do you have the self-discipline to manage your time and stay productive without direct supervision?

Step 2: Research Company Policies

Check your company’s policies regarding telework. Some organizations have formal telecommuting policies, while others may handle requests on a case-by-case basis. Understanding your company’s stance on telework will help you tailor your request accordingly.

Step 3: Prepare a Solid Proposal

Create a detailed proposal that outlines the benefits of teleworking for both you and the company.

Consider including the following points:

  • Increased Productivity: Highlight studies or examples that show how teleworking can boost productivity. Mention any personal experiences where you have been more productive working remotely.
  • Cost Savings: Explain how telework can save costs for both you (e.g., commuting expenses) and the company (e.g., reduced need for office space).
  • Work-Life Balance: Discuss how telework can improve your work-life balance, leading to higher job satisfaction and reduced burnout.
  • Environmental Impact: Mention the positive environmental impact of reduced commuting, which aligns with corporate social responsibility goals.
  • Tell them about MidPenRideShare! 

Step 4: Address Potential Concerns

Anticipate any concerns your boss might have and address them proactively in your proposal:

  • Communication: Explain how you will maintain effective communication with your team and managers through regular check-ins, video meetings, and instant messaging.
  • Productivity Tracking: Suggest methods for tracking your productivity, such as weekly progress reports or regular performance reviews.
  • Availability: Reassure your boss that you will be available during regular working hours and can be reached via phone, email, or messaging apps.

Step 5: Schedule a Meeting

Request a formal meeting with your boss to discuss your telework proposal. Choose a time when your boss is likely to be less busy and more receptive to your request. In your meeting request, briefly mention the purpose of the meeting and that you have a detailed proposal to discuss.

Step 6: Present Your Proposal

During the meeting, present your proposal clearly and confidently:

  • Start with the Benefits: Begin by highlighting the advantages of teleworking for both you and the company.
  • Address Concerns: Proactively address any potential concerns your boss might have.
  • Show Flexibility: Be open to negotiating the terms of your telework arrangement, such as starting with a trial period or teleworking part-time.

Step 7: Follow Up

After the meeting, follow up with a thank-you email, summarizing the key points discussed and reiterating your commitment to making telework successful. If your boss requested additional information or a revised proposal, provide it promptly.

Remember, successful teleworking is built on trust, communication, and a commitment to maintaining high productivity standards.

MidPenRideShare is a free service operated by the Middle Peninsula Planning District Commission for residents, workers, commuters, and tourists in Virginia’s Middle peninsula (Counties of Essex, Gloucester, King and Queen, King William, Mathews, and Middlesex and the towns of Tappahannock, Urbanna, and West Point).
The Commission has partnered with the Virginia Department of Rail and Public Transportation (DRPT) and their Virginia-wide ConnectingVA program to provide free ridematching to find carpools, vanpools, and all forms of public transportation, trip planning, and information on park-and-ride lots, bike share services, electric vehicle charging stations, and rewards.