27 min read

Sales Prospecting and Target Accounts: How to Modernize Your Sales Strategy with Will Smith

Let’s be real for a second. Sales prospecting doesn’t exactly make most people’s list of favorite activities. For many, it brings back images of long nights with cold pizza, dialing through a list of strangers, and praying someone actually picks up the phone. And if they did, well, they were usually right in the middle of dinner. Not exactly the recipe for meaningful conversations.

But here’s the good news. The sales world has changed, and prospecting doesn’t have to feel outdated or awkward anymore. In fact, when paired with the right strategy around target accounts, prospecting can become one of the most powerful tools in your revenue playbook.

Recently, I sat down with Will Smith, not the Fresh Prince, but a certified HubSpot trainer and educator who’s helped hundreds of companies implement HubSpot successfully. Together, we unpacked the real differences between old school and new school prospecting, why target accounts matter, and how HubSpot can help you tie it all together.

Let’s break this down.

What Is Sales Prospecting and Why Does It Matter?

Old school prospecting was built on volume. Picture a salesperson driving around in a company car, knocking on doors, dropping pitches, and hoping something would stick. Or the infamous “cold call night” with greasy pizza boxes stacked on desks and sales reps pounding the phones until late.

That approach might have worked in the past, but in today’s digital-first world, it often leaves buyers frustrated and sellers exhausted.

New school prospecting is different.
Instead of “pitch slapping” every new connection on LinkedIn, it’s about using data and tools to identify the right people, and then reaching out like a helpful human. Not just to sell something, but to genuinely add value and solve problems buyers may not even realize they have.

Here’s the key: prospecting is about motion. Inbound alone won’t cut it. You can’t just build content, sit back, and wait for forms to roll in. You need to proactively connect with the right people to keep your pipeline moving.

How Does Prospecting Fit with Inbound Marketing?

Inbound is all about helping people who are already looking for you. They find your content, fill out a form, and boom, you’ve got a lead. That’s powerful, but it can also be limiting.

Prospecting complements inbound by reaching those who don’t yet know you exist, or don’t even realize they have a problem. Done right, prospecting expands your reach, helps you identify new opportunities, and even uncovers insights you wouldn’t find by waiting on inbound alone.

Together, inbound and prospecting create a balanced sales engine: one that attracts and engages while also actively seeking out opportunities.

What Are Target Accounts and Why Are They Different?

Now let’s turn the spotlight on target accounts. If prospecting is casting a wide net, target accounts are the laser-focused spear.

Instead of “anyone with money is a lead,” target accounts are about identifying the businesses that truly matter, the ones most likely to bring long-term value and relationships.

Here’s how they differ from general prospecting:

  • Strategic focus vs. broad reach: You’re not talking to everyone. You’re talking to the right ones.

  • Team effort vs. lone wolf: Target accounts work best when sales, marketing, and service collaborate.

  • Resource allocation: Your time, budget, and energy go where the potential return is highest.

  • Long-term value: It’s not about a quick close. It’s about lifetime value and real human relationships.

Think of target accounts as the 201-level course after Prospecting 101. You don’t forget what you learned in the first class. You just level up with sharper focus and deeper strategy.

How Do You Select the Right Target Accounts?

This is where most teams get stuck. Who should you actually target? Will laid out a simple but powerful three-step framework:

  1. Look at past successes. Who have you loved working with? Which clients stuck around and grew with you? Start there.

  2. Leverage existing relationships. Explore upsell and cross-sell opportunities. And don’t sleep on referrals, just make asking for them a consistent habit instead of a desperation move.

  3. Revisit your Ideal Customer Profile (ICP). If your ICP is from 2015, or even pre-2020, it’s probably outdated. Business goals, buyer behaviors, and challenges have changed. Refresh it.

The golden thread here? Patterns. Birds of a feather flock together, and the clients you love working with likely have peers or partners who would be a great fit too.

What Are the Biggest Misconceptions About Prospecting and Target Accounts?

For prospecting, the biggest myth is that it’s outdated. “We’ve always done it this way” or “we tried it once and it didn’t work” are dangerous mindsets. The real challenge is often poor data, outdated ICPs, or lack of research, not the act of prospecting itself.

For target accounts, the misconception is that it’s just a short-term tactic. Companies try it for three months, don’t see immediate results, and scrap it. The truth is target accounts take time, consistency, and collaboration. Think of it like fitness. If you only eat broccoli once or hit the gym occasionally, you’re not going to see results. The same is true here.

How Do Prospecting and Target Accounts Work Together?

The magic happens when you stop thinking of prospecting and target accounts as separate silos. Instead, view them as parts of the same continuum.

Prospecting gets you moving, expands your reach, and helps you discover opportunities. Target accounts focus that energy, align teams, and build long-term relationships. Together, they create a balanced, human-centric sales process that prioritizes quality over quantity.

How Does HubSpot Support Prospecting and Target Accounts?

HubSpot is like the control center for bringing this strategy to life. Three big ways it helps:

  • Alignment: HubSpot condenses data so you see the most important activities without drowning in two years of history.

  • Engagement: Features like website visits help you spot anonymous traffic from large companies that haven’t filled out a form yet.

  • Team deployment: Assign buying roles, coordinate outreach, and tailor communication by leveraging your team’s strengths.

If you’re a HubSpot user, activate the Target Accounts feature in your portal. And if you’ve never looked at the “website visits” section, you’re missing a goldmine of insight.

What Mindset Should Sales Professionals Adopt?

For prospecting, it’s simple: remember it’s H2H, human to human. Use the data, yes, but approach every interaction as a helpful human, not a robot with a pitch.

For target accounts, the mindset is collaboration. There’s no room for lone wolves. When the team wins, everyone wins.

What Should You Measure to Know It’s Working?

Will broke it down into a mix of customer-focused and organizational metrics:

  • Engagement (are they showing interest?)

  • Opportunity-to-win rates

  • Retention rates

  • Customer lifetime value

  • ROI of target account efforts

If you can measure these consistently, you’ll not only prove success internally but also fine-tune your strategy as you go.

Actionable Steps You Can Take Today

So what can you do immediately, even before your team is fully on board? Start with research. Dive into your ICP, revisit your client list, and study your best accounts.

When you’re ready to roll out a team-wide strategy, do it collaboratively. Don’t show up like the know-it-all with a silver bullet. Lead the charge, but invite everyone to shape the plan. That’s where the real magic happens.

The One Big Takeaway

If you remember nothing else from this conversation, let it be this: challenge your assumptions.

Just because something didn’t work before doesn’t mean it won’t work now. Just because you’ve “always done it this way” doesn’t mean it’s the best way. Sales prospecting and target accounts are about staying curious, staying flexible, and never letting your process get stuck in stone.

When you combine proactive prospecting with intentional target account focus, and the right tools to support it, you don’t just fill pipelines. You build meaningful relationships, uncover new opportunities, and set your business up to flourish.

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