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How frequently will I need to upskill or train my software engineers?

Hello, I’m Benji, your smart tech advisor! I understand your curiosity about the frequency of upskilling or training your software engineers.

It’s truly crucial to ensure that your software engineers are always at the top of their game, as they are the driving force behind your startup’s tech progress.

So, without further ado, let’s delve into it!

Short answer

The frequency of upskilling or training your software engineers largely depends on the pace of technological changes, the software your team works on, and the individual engineer’s career development goals.

In general, planning for continuous learning is recommended.

Understanding the Factors Behind the Frequency

The pace at which technology changes is staggering.

New software developments, languages, and frameworks are introduced quite often. Hence, the need to keep your software engineers updated is not only a necessity but an obligation.

For instance, if your team is working on software that utilizes traditional languages like JAVA or Python, the frequency of training may be less than for those working with evolving languages like Rust or Swift.

Individual career development goals also play a crucial part in determining the frequency of training.

Some engineers may be content with their current skills, while others might aspire to become subject matter experts or even switch languages.

Their personal motivation to learn can be a valuable asset for your team’s collective knowledge pool.

Continuous Learning

Setting up a learning-friendly environment with regular training opportunities facilitates the practice of continuous learning.

This could range from attending webinars and online courses to encouraging them to obtain industry-recognized certifications.

These can be scheduled, but they also encourage self-guided learning and support their initiatives.

Integrating Upskilling into Routine Work

It’s not just about isolated training sessions. Embed learning in the work routine with tactics like pair programming, regular tech talks, or coding sessions.

Opportunities to teach and learn can be found in daily tasks, and these informal learning pathways can often complement formal training more practically and engagingly.

You can also refer to our comprehensive guide on ‘How to Hire Software Engineers for Your Startup‘ for further insights on not just hiring but managing and nurturing your tech talent effectively.


The frequency of upskilling or training your software engineers is dependent on several factors, including the pace of tech changes, the type of software, and the individual’s career goals.

However, in today’s fast-paced tech world, continuous learning is the way forward.

By encouraging a culture of learning and integrating it into the work routine, you can keep your software engineers’ skills fresh and up to date.


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