Dear SaaStr: How Do I Become a Great Sales Rep?

To become a great sales rep, you need to focus on a few key principles and habits that separate the top performers from the rest:

1. Truly Solve Problems, For Real.  Don’t Just “Sell”

The best sales reps don’t just pitch products—they solve problems. Start every conversation with a version of, “How can I help you [achieve X]?” Whether it’s generating more leads, streamlining a process, or improving efficiency, position yourself as an ally, not just a vendor. When you’re seen as a partner in solving their problems, you’ll close more deals and build long-term relationships.  But you really, really need to be a product expert to pull this off (see point 3).

2. Listen More Than You Talk

Mediocre reps stick to a script.  In fact, it’s all they know.  Great reps listen carefully to understand the prospect’s pain points, goals, and objections. Tailor your pitch to their specific needs. Every prospect is different, and the best reps adjust their approach accordingly.

3. Know Your Product Inside and Out.  For Real.

You’d be surprised how many salespeople don’t fully understand the product they’re selling. To be great, you need to know your product cold—its strengths, weaknesses, and how it compares to competitors. This builds trust and credibility with your prospects.

And make sure you can do an insanely good demo, on the fly, on your own.

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4. Learn to Create Urgency

Most prospects don’t *need* to buy today. Who really does?  The best reps create urgency by showing the cost of inaction or the benefits of acting now. This isn’t about pressure tactics or endless discounts—it’s about helping the prospect see the value of moving forward sooner rather than later.  And adding so much value, that when you make the final ask to get it done this month — you get a Yes.

How to Create Urgency in Sales. When There Really Isn’t Any.

5. Prepare Relentlessly

Great sales reps spend 10x more time preparing for meetings, demos, and calls than mediocre ones. Research your prospect, understand their business, and anticipate their objections. This preparation shows you’re serious and makes your pitch far more effective.

I can’t tell you how many sales reps I’ve talked to lately that didn’t even research what “SaaStr” was before reaching out.  No excuses.

6. Be Honest About Gaps

If your product has weaknesses, don’t hide them. Be upfront and explain how you can work around them. Prospects appreciate honesty, and it builds trust. Sometimes, letting a deal go because it’s not the right fit can earn you respect—and future opportunities.

Can you get away with hiding a gap sometimes?  Sometimes, yes.  But first, those deals are much more likely to churn.  And second, far more often, this will blow up on you.

7. Treat Every Prospect Like They Truly Matter

Whether it’s a small deal or a massive enterprise contract, treat every prospect like they’re your most important customer. People remember how you make them feel, and this attitude can lead to referrals and repeat business.

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8. Be Efficient with Your Time

The best reps maximize their time by focusing on high-value activities—more meetings, more demos, more follow-ups. It’s not about working 80-hour weeks, it’s about working smarter and prioritizing what moves the needle.

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9. Map Out Stakeholders.  For Real.  Don’t Just Wing It.

In larger deals, there are always multiple decision-makers. You can’t just sell to the person leading the initiative—get buy-in from everyone who matters. This ensures the deal doesn’t stall because someone wasn’t looped in.  This takes time to get good at it.  Start now.  Even in smaller deals, map out all the stakeholders.  And try to do a demo for each of them.

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10. Follow Up Like a Pro. 

Persistence is key, but it’s a fine line. Follow up consistently without being annoying. Provide value in every interaction, whether it’s a new case study, a relevant article, or a quick check-in to see if they need help.

Great sales reps don’t just sell and aren’t just magical “people persons”—they build trust, solve problems, and create actual value.

If you create far more value during the sales process than you take out, in the end, the customer will do you one small favor back.  They’ll sign now, rather than later.

More here:

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