Benjamin
Charity

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Onboarding That Works: Strategies for Remote Startup Success

Reading time: 4min

In the world of software startups, remote onboarding is not just about getting your new employees up to speed; it's about making them feel genuinely valued and connected to your mission from day one. At early-stage companies, where every hire is a significant leap of faith, onboarding takes on even greater importance. In this article, we'll explore how to create a unique and memorable onboarding experience for startup founders and their early-stage employees in software-based companies.

A laptop screen displaying a virtual meeting with multiple participants, accompanied by a ceramic mug on a wooden table in the foreground, depicts the new normal of remote collaboration.
A laptop screen displaying a virtual meeting with multiple participants, accompanied by a ceramic mug on a wooden table in the foreground, depicts the new normal of remote collaboration.

Personalized Welcome Packages:

Onboarding should be a unique experience demonstrating your commitment to your new team members. Consider investing in personalized welcome packages that go beyond the basics.

While you're likely already spending a substantial amount on equipment, these packages should include items that show you've thought about them specifically. These items should also reflect and reinforce your company's mission, purpose, and values. For example, if your company values adventure and a can-do spirit, consider including a mug that says, "Adventure Begins." If mental well-being is a priority, add a handwritten note welcoming them and instructions on redeeming a year of a meditation app subscription.

In the grand scheme of things, the cost of these personalized items is minimal compared to the potential benefits of higher employee morale, increased loyalty, and a deeper connection to your company's mission and values. It's about creating a memorable and unique onboarding experience that leaves a lasting positive impression on your new team members, setting the tone for a successful and fulfilling journey together.

Focus on the Individual, Not Utility Items:

While utility items like notebooks and pens are essential, they are better suited for the equipment package rather than the welcome package. The welcome package should be about the individual, making them feel special and appreciated.

Assign a Pal:

Give your new hires a point of contact who isn't their direct supervisor—someone they can turn to with questions and concerns. New hires often feel uncomfortable sharing their questions or thoughts in company-wide communication channels. This person can help them navigate the company culture, protocols, and unwritten rules, fostering a sense of belonging.

Embrace Face-to-Face Communication:

In the early onboarding stages, it's crucial to actively encourage and facilitate video calls within the first 48 hours. While asynchronous workflows have their merits, even individuals who typically lean towards quick asynchronous chats, like myself, benefit significantly from being nudged towards video interactions at the outset. Textual communication, whether chat messages, code reviews, or design feedback, often needs to be improved in conveying the nuances of one's mindset and emotions hidden behind the words on the screen.

By initiating these early video calls, you set the stage for building essential relational capital and gaining a deeper understanding of each team member's personality. This, in turn, enhances overall communication efficiency and reduces the need for second-guessing the emotional tone of messages. These initial video calls can take various forms, such as pairing sessions for machine onboarding, quick company and team history walkthroughs, and discussions about team dynamics. Importantly, these face-to-face interactions provide a platform where tone and intonation can be accurately perceived, fostering stronger connections and smoother collaborations.

Set Clear Boundaries:

Early-stage startups often involve passionate, driven employees who might blur the lines between work and personal life. It's crucial to set clear expectations from the start. Encourage employees to silence notifications at specific hours, explain your company's approach to asynchronous communication, and clarify response expectations.

Streamlined Onboarding Process:

The onboarding experience sets the tone for a new employee's journey. While time is precious, dedicating half a day to craft a setup script that allows a new employee to execute a single command can yield tremendous downstream benefits.

A well-structured setup script accelerates the new employee's ability to get started and sets a precedent of efficiency and attention to detail within the company. It sends a clear message that the organization values the time and experience of its team members, ultimately contributing to a positive and productive work environment.

Mindful Slack Channel Management:

While it may not be the most conventional advice, encouraging team members to mute as many Slack channels as possible is worth it. Even in smaller companies, the sheer volume of messages can become overwhelming. Start by minimizing real-time communication and prioritize recording essential information whenever it arises.

Enhance Home Office Setup:

While most startups offer a home office stipend, go the extra mile by providing a list of useful items that existing team members have found valuable in improving their setups and processes. This proactive approach helps newcomers feel supported and well-equipped.


Remote onboarding for early-stage software startups is a unique opportunity to make a lasting impression on new team members. By personalizing welcome packages, fostering face-to-face communication, and setting clear boundaries, you can create an onboarding experience that sets the right tone for your company's culture and values. Remember, a well-crafted onboarding process integrates new employees efficiently and instills a sense of belonging and purpose from day one.


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