Wearing Too Many Hats—Signs it’s Time to Hire a Remote Team Member

• March 11, 2025

As an entrepreneur myself, I understand the challenges that small and midsize business owners face. You’re typically wearing a ton of different hats and trying to tackle a never-ending list of priorities.

And while you’d like to see your business grow, it can feel like that big tower of responsibilities is going to topple over if you try to build much higher.

Here’s the good news: that’s exactly the type of client we help every day at WorkBetterNow by providing them with outstanding remote talent.

That means we know when it’s time to hire a remote team member. Keep reading to find out when you may want to consider a remote team member and why a WBN Certified Professional™ may be the right fit for you.

Signs It’s Time to Hire Remote Talent

1. You’re Doing Tasks Outside Your Zone of Genius

As a business owner, your focus should be on high-level strategy and decision making – not on repetitive administrative tasks. If you find yourself spending hours managing emails, scheduling meetings or handling data entry, it’s time to consider outsourcing those tasks. This can easily free up your time so that you can focus on what you do best.

2. Growth Opportunities are Passing You By

Have you ever had to say no to an exciting opportunity because you simply didn’t have the bandwidth? Missing out on growth because you’re stuck in the weeds is a clear sign you need help. A remote team member can take over time-consuming tasks, allowing you to seize revenue-driving opportunities.

3. Your Current Team is Overloaded

If you already have a team or any kind of support, and they are stretched thin – you could see morale and productivity take a hit. Overworked employees are not only more likely to make mistakes; they’re less likely to stick around. By hiring a remote professional, you could alleviate this pressure, ensuring your team stays intact, happy and effective.

You’re Lacking Specialized Skills

When you first start growing your business, it’s okay to be a jack of all trades and master of none. However, as you continue to reach new heights in your business, you’ll find that you need areas of specialization and expertise that you might not have in-house. Some of those areas could be social media management, accounting or customer support.

Instead of asking yourself "How can I learn this skill?" or "How can I find time to do this myself?" — which only adds more to your plate – shift your mindset to "Who can do this for me?" This is the core principle of Dan Sullivan’s “Who Not How” philosophy.

By focusing on finding the right who rather than struggling with the how, you’ll accelerate your business growth without getting bogged down in tasks that aren’t in your wheelhouse. A remote professional allows you to tap into specialized skills without having to become the expert yourself.

Finding someone locally with these specialized skills could be challenging. Hiring a remote professional means that you’re no longer limited by geography.

You Want to Scale Efficiently

When scaling a business, you have to balance your resources carefully. Hiring an employee locally may not be feasible or cost-effective for your business. Being open to remote professionals – whether they be stateside or offshore – can be a budget-friendly solution.

Taking the Leap

Whether you’re a solopreneur looking to offload administrative tasks or a growing company in need of specialized skills, remote talent offers a flexible and efficient solution. The key is recognizing the signs and taking action before the stress of NOT doing it takes its toll on your and/or your team.

If you’re ready to explore how a virtual assistant or remote professional can help you grow your team and your business, companies like WorkBetterNow can offer you the support you need.

Why WorkBetterNow?

As you start to evaluate your options for bringing on remote talent, consider why small and midsized business owners choose WorkBetterNow:

Rigorous Selection Process: We receive over 4,000 applications each month, but only less than 2% of those candidates make it through our Top Talent Filter™. This ensures you’re getting outstanding talent.

Full-Time Focus on Your Schedule: Unlike part-time virtual assistants who are juggling multiple clients, WBN Certified Professionals™ are dedicated solely to your business. That means they’re fully invested in helping you succeed. Also, WBN Certified Professionals™ are only in Latin America – meaning their time zones are similar to those in the United States and Canada.

Fail-Safe Alignment: WBN’s Precision Match™ process makes sure you have the perfect fit for your needs. Plus, this process is so streamlined, most clients have their new team member up and running within just two weeks.

Ultimately, building the business of your dreams is going to require the right support. Ready to take action towards your goals? Schedule a consultation with our team at WorkBetterNow. They’ll help you determine if now is the right time for you to hire a remote nearshore professional, as well as if our team is the best fit to help you take your business to the next level.

WorkBetterNow (WBN) provides outstanding remote talent to small and midsize businesses. WBN’s highly skilled and pre-vetted Latin American professionals are hand-matched for each client’s unique needs. Hundreds of growing businesses turn to WBN to unleash their potential through our exceptional talent, ease of hiring, and ongoing support.