Overwhelmed? Here’s How to Ask for Help


Reading Time: 5 minutes

NEWSLETTER #49

Hey there!

Today I want to highlight a superpower that’s often overlooked in the corporate world: the art of asking.

Yep, you heard me right.

Asking for help, support, resources, or opportunities isn’t a sign of weakness - it’s a hallmark of smart leadership.

I learned this lesson the hard way, and I want to save you from the same struggle.

Picture this: I’d just landed a promotion I’d been eyeing for ages. Excited? You bet. Ready to prove myself? Absolutely. So what did I do? I put my head down and worked. Hard. Long hours, weekends, you name it.

I was curious about everything - asking questions about the company, our operations, my department.

But when it came to asking for help or resources? Crickets. 🤐

I thought I had to go it alone to prove I deserved that promotion.

The result? My work-life harmony went out the window. I lost sleep, missed family events, and started resenting the job I’d been so excited to get.

On top of that, I wasn’t seeing the returns I’d hoped for.

No exciting new opportunities, no recognition for my efforts.

Why? Because no one knew.

No one knew it took me 20 hours to complete a task I turned in “like it was no big deal.”

No one knew I had to beg friends with fancy software to help me analyse surveys.

I was killing myself to appear competent, but in reality, I was just killing myself.

The kicker? I was mad that no one offered help or opportunities.

But how could they? I never asked.

Why Asking Matters and the Cost of Silence

Let's talk about why mastering the art of asking is so crucial.

When you ask for what you need, you're not just solving immediate problems - you're shaping your entire career trajectory.

Asking shows you're engaged and eager to grow.

It helps your company allocate resources more efficiently, ensuring you have what you need to excel. Plus, it opens doors to opportunities you might not even know exist.

By asking, you're building stronger, more collaborative relationships across your network.

But what happens when you stay silent?

The costs can be steep and far-reaching.

I've experienced it and seen it firsthand - talented professionals burning out because they're drowning in work they could have delegated.

Opportunities for growth and advancement slip by unnoticed.

Time and resources are wasted on inefficient processes that could have been improved with the right support.

Perhaps most critically, your efforts often go unrecognised.

Remember, your colleagues and superiors aren't mind readers.

If you don't speak up about your needs and accomplishments, you risk being overlooked for the recognition and opportunities you deserve.

So, next time you hesitate to ask for help, resources, or opportunities, remember: your silence could be costing you more than you realise.

The simple act of asking could be the key to unlocking your next level of success.

Now, let's dive into how you can make those asks effectively...

Framing Your Ask: Techniques that Work

The way you frame your request can make all the difference between a yes and a no.

Many people stumble here, either by being too vague, failing to show the value of their request, or not demonstrating that they’ve thought it through.

Remember, the person you’re asking likely has many demands on their time and resources.

Your job is to make it easy for them to say yes by presenting a clear, well-thought-out request that shows its importance and benefit.

Here’s how to structure your ask:

Need Resources?

Be Specific: “Can I have access to XYZ software for this project?” is better than “I need help.”

Explain the Why: “Having this resource would allow me to complete the task in half the time, freeing me up to focus on our upcoming client presentation.”

Show You’ve Done Your Homework: “I’ve researched options A and B, and I think B would be most effective for our needs.”

Offer Solutions: “I’d be happy to train the team on this new system once we implement it.”


Need Support?

Be Specific: “Could you review my draft of the new customer onboarding process?”

Explain the Why: “Your feedback would ensure we’re addressing all key client concerns and potentially increase our retention rates.”

Show You’ve Done Your Homework: “I’ve incorporated best practices from our top-performing accounts and industry benchmarks.”

Offer Solutions: “I can summarise the key changes and rationale in a brief presentation for the team.”

Want Opportunities?

Be Specific: “Is there an opportunity for me to join the international marketing project?”

Explain the Why:: “This would allow me to apply my local market insights to our global strategy and broaden my skill set.”

Show You’ve Done Your Homework: “I’ve been following the project updates and have some ideas on adapting our approach for the Asian market.”

Offer Solutions: “I’m willing to take on additional hours or redistribute some of my current tasks to make time for this project.”

Timing is Everything

The timing of your ask can be just as important as how you ask.

Catching someone at the wrong moment - like when they’re rushing to a meeting or dealing with a crisis - can significantly reduce your chances of success.

Instead, look for opportunities when the person you’re asking is likely to be receptive and has the bandwidth to consider your request.

Here are some ideal times to make your ask:

✅ During project planning phases

✅ In one-on-one meetings with your supervisor

✅ When you hit a roadblock in your work

✅ During performance reviews

Target Your Ask: Choosing the Right Person

Knowing who to approach with your request is crucial.

Asking the wrong person can lead to wasted time, frustration, or even damage to your professional relationships.

It’s important to identify the individual who has the authority, resources, or influence to actually help you.

Consider the nature of your request and the org structure when deciding who to approach. Here are some key people to consider:

➡️ Your direct supervisor

➡️ Colleagues with relevant expertise

➡️ HR for training or development opportunities

➡️ Senior leaders for mentorship or sponsorship


Now, I get it.

There’s an inner voice that might be saying, “But I should be able to handle this on my own.” Or maybe, “What if they think I’m not capable?

Here’s the truth: the most successful leaders are those who know how to leverage resources and build strong networks.

They’re not lone wolves. They’re master collaborators.

🎯 Your Challenge

Identify one thing you need help with or a resource that would make your work more efficient. Then, ask for it.

Use the tips above to frame your request effectively.

Remember, every time you ask, you’re not just solving an immediate problem - you’re building a reputation as a proactive, engaged leader who cares about efficiency and growth.

So, are you ready to unlock the power of asking?

Trust me, your future self will thank you.

Let's leap,

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Leadership Leap

I help leaders navigate the messy, real parts of leadership that most advice skips over. Through personal stories, contrarian insights, and frameworks that actually work, I share what I've learned from 20+ years of leading teams and coaching executives. Every Wednesday, expect honest insights in 5 minutes or less - no fluff, just the stuff that moves the needle.

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