"Delete that attachment and send it again." A CIO messaged my champion last week. What happened? The prospect's IT security blocked my email with 6 attachments. Too many files. Too many links. Too risky to their system. My champion had to request another copy. I had to resend everything individually. The buying process stalled for a week. This happens more than you think: 83% of companies now block emails with multiple attachments. 71% of security systems flag "suspicious" download links. 67% of IT departments restrict access to third-party platforms. Your beautiful sales content never even reaches the decision-makers. A fellow rep shared his nightmare scenario: After 3 months of working a deal, he discovered the economic buyer had never seen a single piece of collateral. Why? Everything was trapped in email quarantine. Your prospects aren't ignoring you. They literally can't see what you're sending. I've completely transformed my approach: Instead of: - Emailing attachments (that get blocked) - Sending links to various platforms (that get flagged) - Hoping content makes it through firewalls (it won't) I create a single, secure space that: - Bypasses email security filters - Works on any corporate network - Requires no downloads or risky clicks - Tracks exactly who has viewed what My close rate has increased. My sales cycle shortened. The hard truth: It doesn't matter how good your content is if no one can access it. Stop gambling with corporate security policies. Start creating spaces that actually reach decision-makers. Agree?
Why Too Many Email Attachments Are a Problem
Explore top LinkedIn content from expert professionals.
Summary
Too many email attachments can create serious problems for both senders and recipients, leading to security risks, delivery failures, and overwhelmed inboxes. This issue happens when a single email contains several files, which can be blocked by security systems or cause technical headaches in business operations.
- Prioritize relevance: Only send the most essential files to keep your message clear and reduce the risk of overwhelming the recipient.
- Centralize content: Use digital sales rooms or hosted microsites to share materials in one secure, organized place instead of attaching multiple files.
- Monitor file size: Double check the size of attachments before sending to avoid clogging email servers and risking message delivery problems.
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Something made me pause this morning. I received an invoice - a simple PDF that was 1.2MB. Doesn't sound like much, right? But this tiny detail reveals a bigger story about attention to detail in business operations. Let me break this down: This PDF was actually an image of an invoice, converted to PDF format. The same document, properly generated, would be 150KB. "So what?" you might think. Here's the ripple effect: 😱 1000 invoices = 1.2GB vs 150MB bandwidth 😨 Your email server strains 😰 Recipients' servers get clogged 🫣 Email providers flag you as "heavy sender" 😭 Delivery rates drop 😬 Storage costs multiply 😫 Backup times increase I've seen a medium-sized business send 50,000 invoices monthly. Their "small oversight" was consuming an extra 52.5GB monthly in unnecessary data. The kicker? Last quarter, one of our soon-to-be clients got blacklisted by a major email provider. 😬 The reason? "Excessive server load from attachments." These aren't just technical hiccups. They're business problems disguised as technical details. Real costs I've witnessed: ❌ Server upgrades needed months earlier than planned ❌ Extra storage fees across all systems ❌ IT time spent managing space issues ❌ Lost emails due to size limits ❌ Angry customers missing invoices 🤔 It's fascinating how these "minor details" compound. One small efficiency decision, multiplied across thousands of operations, becomes a significant business factor. This isn't just about PDFs. It's about the compound effect of small decisions in business. What "small details" are costing your business at scale? #BusinessEfficiency #DigitalTransformation #EmailMarketing #TechDetails
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SDRs and AEs: if your follow-up email has more than three attachments, you're doing it wrong. Last week I got a follow-up email from an AE with four links and 13 attachments. 13! 🤦 Sending everything under the sun early in the sales process overwhelms prospects. Most of it isn't relevant (at least not yet), so they'll likely not read any of it. Do this instead: 1. Create a personalized microsite or landing page -Host all your decks, PDFs, videos, or infographics on a single, tailored webpage. -Tools like PathFactory, Foleon or HubSpot let you showcase multiple assets in one place, making it easy for prospects to explore and share. -You can track which assets they actually view. 2. Use a 'digital sales room' -Platforms like Showpad, Seismic or Dropbox DocSend let you set up a private 'room' or link for all your relevant collateral. -It keeps everything branded and organized, plus you get analytics on what's viewed and for how long. 3. Share a cloud storage link -If you don't have access to one of these sales enablement tools, use Google Drive, Box or Dropbox. -Just be sure to include only the most relevant files and double check sharing permissions. Above all: KEEP IT RELEVANT The more work you give prospects, the less likely they will engage - and the less likely you'll close the deal. Your job is to guide buyers smoothly, not bury them in content. Make it easy for them to learn, stay interested, and can't wait to speak with you. #sales #salesprocess #salesenablement