The Real Reason You’re Not Closing Deals (Fix This)
Struggling to close deals? It’s not about leads or pricing. Find out the real reason you’re missing out and how to fix it. Watch now!
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How to talk to strangers (and get paid for it). 🤝✨
Sending that first DM to a potential client feels a lot like middle school—sweaty palms and a fear of being left on “read.” But it doesn’t have to be that way. In 2026, the best freelance work comes from the people who know how to break the ice without being “cringe.”
At Script Data Insights, we’ve been digging into what makes people actually click “Reply.” It isn’t a fancy portfolio link or a long resume; it’s showing that you actually give a damn about their project. We’re breaking down the psychology of the perfect DM—from the first line to the final sign-off.
Stop waiting for jobs to come to you and start opening your own doors. Check out our guide and the January skills kit below!
👇 CONNECT EVERYWHERE
📃 Blog: https://scriptdatainsights.blogspot.com/2026/01/cold-dm-strategy-freelance-clients.html
🎞 YouTube: https://youtube.com/shorts/3rVo3U4KlPs
🛒 Gumroad: https://scriptdatainsights.gumroad.com/l/january-skills-2026
🔵 FB: https://www.facebook.com/share/r/1DW2UUvQXp/
📸 IG: https://www.instagram.com/p/DTZv547FYuY/
🧵 Threads: https://www.threads.com/@scriptdatainsights/post/DTaAN3rCeI_?xmt=AQF0BmG-Nbig42W15_bkIMhretZDHtSFtHyBJqhVxHZhLQ
🐦 X: https://x.com/insightsbysd/status/2010615227839119515?s=20
💼 LinkedIn: https://www.linkedin.com/posts/script-data-insights_colddm-freelancing-salesstrategy-activity-7416380985241460736-zCgJ?utm_source=share&utm_medium=member_desktop&rcm=ACoAAF0eXiQBhTs1t_VjrQC2HHha4hPKZdiNTXk
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The 3 Questions I Ask Before Any Enterprise Deal
The 3 Questions I Ask Before Any Enterprise Deal
After 20 years closing 100+ enterprise deals, I’ve learned something most salespeople miss:
The deals you lose? You lost them in the first conversation.
Not because your demo wasn’t good enough.
Not because the competition was better.
Because you didn’t ask the right questions.
Here are the 3 questions that determine whether you’re about to waste six months chasing a deal that will never close—or whether you’ve found something real:
📌 QUESTION 1: “If you do nothing, what happens?”
This reveals if there’s real urgency or if you’re about to spend 6 months on a “nice to have” that gets deprioritized.
Red flag: “We’d probably just keep doing what we’re doing…”
Green flag: “We lose $X per month…” or “We fail our compliance audit…”
📌 QUESTION 2: “What have you already tried?”
This tells you if they’re serious buyers or just exploring.
Red flag: “We haven’t really tried anything yet…”
Green flag: “We tried [competitor] but it failed…” or “We built something internally but it couldn’t scale…”
📌 QUESTION 3: “Who else needs to say yes before this moves forward?”
This is the stakeholder mapping question that prevents deals from dying in month 8.
Red flag: “Oh, it’s just me…”
Green flag: “Let me map this out for you… you’ll need to meet Legal, IT Security, Procurement, and the CFO’s trusted advisor…”
WHY SALESPEOPLE SKIP THESE:
These questions are uncomfortable. They might reveal deal-killing information.
Most salespeople would rather chase a bad deal for six months than walk away after one conversation.
But here’s what I’ve learned:
The deals you don’t chase create space for the deals that actually close.
Every hour you spend on a deal with no urgency, no budget, and no stakeholder access is an hour you’re not spending on a real opportunity.
THE FULL POST includes:
→ Real deal stories (wins and losses)
→ The qualification matrix
→ What to do with each answer
→ How to actually use this framework
→ Red flags vs. green flags for each question
Read it here: [https://open.substack.com/pub/jamesmvoak/p/the-3-questions-i-ask-before-any?r=4av4d6&utm_campaign=post&utm_medium=web&showWelcomeOnShare=true]
If you’re in sales, this will change how you qualify deals.
If you’re a founder, this will help you understand what enterprise buyers are thinking.
Worth your time.
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Quick question for founders and sales leaders:
What’s taking longer to close right now—deals under $100K or deals over $500K?
And why do you think that is?
Reply below. I’m collecting real data (not Tumblr theory).
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Enterprise Sales Lesson #42
The Stakeholder Mapping Mistake That Kills Deals
After 20 years, I’ve seen this pattern repeat:
Salesperson thinks they’ve got the deal locked. They’ve got:
→ The VP who loves the solution
→ The director who’ll implement it
→ The budget holder who approved it
Then the deal dies in legal. Or compliance. Or IT security.
Why? They missed the 8 other people who have veto power.
Enterprise deals don’t have 3-4 stakeholders. They have 12-15.
Your checklist should include:
- Economic buyer (budget)
- Technical buyer (IT/Security)
- User buyer (end users)
- Coach (internal champion)
- Legal/Compliance
- Procurement
- Implementation team
- Data/Privacy officer
- Executive sponsor
Miss one? The deal stalls.
Quick win: In your next discovery call, ask: “Who else needs to be comfortable with this decision before we move forward?”
Then ask that person the same question.
Keep going until you’ve mapped everyone.
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Most 5 important laws of selling | sharifszonebd
If you want to convert more leads into loyal customers, master these timeless principles👇
1️⃣ Generosity : Sell with a mindset of service.
2️⃣ FOMO : Make people act fast by tapping into urgency.
3️⃣ Emotion : People buy feelings, not just products.
4️⃣ Belief : Confidence in your offer builds trust.
5️⃣ Relationships : Connections close deals.
💼 Whether you’re in digital marketing, e-commerce, or freelancing : these 5 laws will help you sell smarter, not harder.
👉 Save this post for your next sales strategy!
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Most 5 important laws of selling | brandwithraju
If you want to convert more leads into loyal customers, master these timeless principles👇
1️⃣ Generosity : Sell with a mindset of service.
2️⃣ FOMO : Make people act fast by tapping into urgency.
3️⃣ Emotion : People buy feelings, not just products.
4️⃣ Belief : Confidence in your offer builds trust.
5️⃣ Relationships : Connections close deals.
💼 Whether you’re in digital marketing, e-commerce, or freelancing : these 5 laws will help you sell smarter, not harder.
👉 Save this post for your next sales strategy!
💬 Comment “🔥SELL” if you found this useful.
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The Real Climb: From Leads to Loyal Customers
Every business owner knows—sales are the lifeline. But selling isn’t about pushing a product; it’s about solving a problem. The best salespeople don’t “convince”—they connect.
👉 If you can deeply understand your customer’s pain, they’ll see your product as the solution.
Sales Tip of the Week
“Stop selling features. Start selling transformations.”
Customers don’t care about what your product does—they care about what it does for them.
- Instead of “We offer 24/7 support,” say: “You’ll never be stuck alone with a problem.”
- Instead of “Our software has automation,” say: “You’ll save 10 hours a week to focus on growth.”
Climber’s Insight
Research shows that 70% of buying decisions are based on emotion, not logic. 💡 That means: Storytelling, social proof, and trust matter more than a long list of specs.
Action Step for This Week
- Rewrite your sales pitch (or website headline).
- Replace one “feature” with the emotional outcome it creates for your customer.
- Test it in your next sales call or post.
You’ll see the shift: more nods, more engagement, and ultimately—more conversions.
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I gave the best presentation of my life—and lost the deal with five simple words:
“Do you have any questions?”
That one weak question cost me six figures. Months later, I discovered the 5 power questions that completely transformed my business and my life.
Read the full story and the exact 5 questions that changed my business forever:
👉 https://www.andresuccess.com/post/one-question-cost-me-over-100-000-five-questions-changed-everything
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At RSoft, we believe success in sales is not a one-time effort—it’s built on consistency, dedication, and relentless follow-up. 🚀
Empower your sales team with RSoft CRM tools to stay on top of leads, manage follow-ups efficiently, and close more deals. 💼✨
👉 Request a demo today and take your sales success to the next level!
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Best Practices in Outbound B2B Appointment Setting for Busy SDRs
Successful outbound B2B appointment setting is a mix of strategy, timing, and personalization. In today’s competitive market, securing qualified meetings with decision-makers takes more than just cold calls.
Key Best Practices:
- Define Your Ideal Customer Profile (ICP): Know exactly who you’re targeting to avoid wasted effort.
- Leverage Multi-Channel Outreach: Combine emails, phone calls, LinkedIn, and voicemail drops to increase engagement.
- Personalize Every Interaction: Use relevant data points to tailor messages and show genuine value.
- Follow Up Strategically: Most appointments are booked after multiple touchpoints. Space follow-ups smartly.
- Train and Align Sales Teams: Equip your SDRs with scripts, objection handling, and product knowledge to close more appointments.
Incorporating these best practices in outbound B2B appointment setting will not only boost your conversion rates but also improve lead quality. Consistency, empathy, and value-driven messaging are essential. With the right process, tools, and team alignment, your outbound efforts can become a high-performing growth channel.
#B2BSales #AppointmentSetting #SalesTips #OutboundMarketing #LeadGeneration
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How TDZ PRO Changed the Game for External Remote Meetings
Everyone thinks flashy decks and fast talk close deals. But TDZ PRO proves it’s calm structure, focused listening, and clean follow-ups that win every time.
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Simple Sales Pitch Examples to Help You Begin Selling
A simple sales pitch clearly highlights how your product solves a problem or adds value. Start with a relatable pain point, introduce your solution, and share a quick benefit or result. Keep it concise, customer-focused, and end with a call to action to spark interest and engagement Read More…
