Links:

1. Free 7 Day Cold Email Crash Course
2. ⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠B2B Cold Email Platform⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠ ⁠⁠⁠⁠⁠
3. ⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠Sign up for free Replyify account⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠

Main Topics:

• Effective cold email strategies for B2B sales: These excerpts from the Replyify blog highlight the importance of cold emailing for B2B businesses and offer resources and strategies for successful campaigns.
• Replyify as a solution for cold email automation: The articles promote Replyify as a platform that solves common pain points businesses experience with cold emailing, such as deliverability issues and inefficient follow-up processes.
• Integration with SellHack for prospect list building: One excerpt mentions SellHack as a tool for creating targeted prospect lists and finding verified emails, emphasizing the synergy between Replyify and other sales prospecting tools.

Most Important Ideas/Facts:

• Cold emailing remains a relevant and effective strategy for B2B sales: Replyify positions itself as a solution for businesses looking to leverage cold email for lead generation.
• Traditional marketing automation platforms and CRMs are not ideal for cold emailing: The blog argues that using platforms like Mailchimp violates their terms of service, while using CRMs can negatively impact deliverability and lead to emails being flagged as spam. * "You can’t cold email with other traditional marketing automation systems like Mailchimp as it violates their TOS. Using your CRM to cold email can hurt your deliverability and get your cold emails flagged as spam because the messages are sent via a mail relay." *
• Replyify offers a dedicated platform for personalized cold email automation and follow-ups: The platform connects directly to the user's email account, ensuring better deliverability and streamlining the follow-up process.
• The 7-Day Cold Email Crash Course provides a structured approach to learning cold email best practices: This free course covers topics like prospect identification, list building, campaign creation, email warming, A/B testing, and optimization. "This Cold Email Course has daily action items you can complete in a few minutes to prepare for the next lesson. Don’t get stuck in the paralysis by analysis just because you’re new to cold email and don’t know what to do. This course is a fast start to becoming a cold email expert in 7 days."
• Replyify integrates with SellHack for efficient prospect list creation: SellHack helps identify and verify email addresses, simplifying the process of building targeted prospect lists.

Quotes:

• On the challenges of using CRMs for cold emailing: "Account Executives should spend their time working on deals, not digging through their inbox/CRM to follow-up (or forget to follow-up) with prospects."
• On the benefits of Replyify's direct email account connection: "Replyify connects directly to the end user’s email account (GSuite, Office365, GMail or any SMTP/IMAP). This ensures your emails so always get delivered even though they are automated."

Overall, the excerpts highlight Replyify's focus on providing a comprehensive solution for B2B businesses seeking to implement effective cold email campaigns. The emphasis on integration with tools like SellHack, as well as the availability of educational resources like the 7-Day Cold Email Crash Course, showcase Replyify's commitment to empowering businesses with the tools and knowledge necessary for successful cold outreach.

Links:

1. Can't Cold Email with Mailchimp
2. ⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠B2B Cold Email Platform⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠ ⁠⁠⁠⁠
3. ⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠Sign up for free Replyify account⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠

The episode focuses on the unsuitability of traditional email marketing platforms like MailChimp for cold outreach and highlights the benefits of specialized cold emailing tools.

1. Strict Permission-Based Policies: Mailchimp and similar platforms are designed for sending emails to opted-in subscribers, not for cold outreach. Using them for cold emailing violates their terms of service and risks account suspension. The article explicitly states that using MailChimp for purchased or third-party lists "may ‘violate this policy, we [MailChimp] may suspend or terminate your account.’"
2. Shared IP Addresses and Email Reputation: Sending cold emails through shared IP addresses used by platforms like Mailchimp jeopardizes sender reputation. Negative actions by other users sharing the same IP can negatively impact deliverability. "Do you really want to trust your company’s email deliverability and risk being penalized because of someone else’s spammy emails?"
3. Increased Likelihood of Spam Filtering: Emails originating from mass emailing platforms are more likely to be flagged as spam, landing in spam folders or promotional tabs. This is because the sender's intention is perceived as broadcasting a generic message to a wide audience rather than personalized communication.
4. The Need for Specialized Cold Email Tools: The blog post advocates for using tools like Replyify, designed specifically for cold email outreach. These tools utilize dedicated IP addresses and prioritize deliverability to inboxes. As the article emphasizes, "sending cold emails on a platform like Replyify is going to land your emails in the primary inbox more often than not."

• Cold emailing requires a different approach than traditional email marketing and necessitates specialized tools.
• Using platforms like Mailchimp for cold emailing is against their policies and can damage sender reputation.
• Shared IP addresses increase the likelihood of spam filtering and harm deliverability.
• Specialized cold emailing tools focus on deliverability and mimic personal emails to maximize inbox placement.

The Replyify makes a compelling case for choosing the right tools for cold email outreach. Using platforms intended for permission-based marketing for cold emailing is counterproductive and carries significant risks. Specialized cold email platforms offer better deliverability, safeguard sender reputation, and ultimately improve the chances of successful outreach.

Links:

1. ⁠⁠Gmail 69585 Bounce Report
2. ⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠B2B Cold Email Platform⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠ ⁠⁠⁠
3. ⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠Sign up for free Replyify account⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠

Main Theme: This blog post addresses the Gmail 69585 bounce error, a common issue faced by users, particularly those sending cold emails. It explores the causes of this error, which signifies Google blocking outgoing emails due to suspicion of spam, and provides a detailed troubleshooting guide.

Most Important Ideas/Facts:

• Cause of Error: Google blocks emails with the 69585 code when it perceives a "strong likelihood of being spam." This can be triggered by various factors, including suspicious content, sending IP history, and improper email account setup.
• "This was Google blocking your email from going out because they think you’re sending spam."
• Troubleshooting Steps: The blog outlines a step-by-step approach to resolving the error:
• Email Account Setup: Ensure proper configuration, including SPF and DKIM records.
• Blacklist Check: Utilize tools like MXToolbox to identify and rectify blacklisting issues.
• Account Type: Free or trial G Suite accounts are more susceptible to blocking. Upgrading to a paid account with sufficient spending ($30 minimum) can help.
• Email Content Review:Links: Avoid URL shorteners and consider custom tracking links to improve deliverability.
• Spam Trigger Words: Identify and modify potentially problematic language in email templates.
• G Suite Admin Dashboard: Check for any notifications or warnings from Google.
• Additional Tips: The blog emphasizes the importance of understanding cold email best practices and deliverability strategies to prevent such issues.

Quotes:

• Google's Official Response: "If we detect that a message has a strong likelihood of being spam, we’ll block the message from being sent to Gmail. A message might also be blocked if it contains suspicious-looking or spammy text or if the sending IP has had a history of sending unsolicited messages.”

Overall: This episode serves as a practical guide for users encountering the Gmail 69585 bounce error. It provides valuable insights into the reasons behind the error and equips readers with actionable steps to resolve the issue and improve their email deliverability.

Links:

1. ⁠How to Reply to a Cold Email Response
2. ⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠B2B Cold Email Platform⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠ ⁠⁠
3. ⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠Sign up for free Replyify account⁠⁠⁠⁠⁠⁠⁠⁠⁠

Main Topics: This episode provides a comprehensive guide on how to effectively manage different types of replies to cold emails, maximizing lead conversion and maintaining professionalism.

Key Ideas and Facts:

1. The Importance of Persistence and Resilience: Cold emailing requires courage, curiosity, creativity, empathy, flexibility, and resilience. Expect rejection, but don't let it derail your efforts.

2. Categorizing Replies: The blog post categorizes cold email replies into 12 types, ranging from enthusiastic interest to outright hostility.

3. Actionable Strategies for Each Reply Type: Each category comes with specific recommendations on how to respond, including:

* **Interested, ‘Let’s Talk’**: Don't just email back, **call** them immediately.

> "Pick up the phone and call the prospect back using the phone number in their signature (leave a voice mail if they don’t pick up)."

* **Interested, Not a Good Time**: Secure a referral to the right person or schedule a follow-up.

> "If they suggested the best person to speak with, find that contact’s email address, change the subject line of the email to ‘referral from Bob Smith’ (or ‘Bob Smith suggested we speak’) then send an email to the person referred with the referrer notified they’ve been moved to bcc."

* **Interested, No Budget**: Highlight free trials or entry-level plans to overcome budget objections.

> "This is exactly why we have an upgraded free trial and a 'free forever' plan. Our bet is that you generate a more profitable pipeline and we grow together?"

* **Working With a Competitor**: Acknowledge the competition and seek information about their experience.

> "Demonstrate that this isn’t your first rodeo. I like to ask something like, ‘How’s XYZ been to work with? Are you married to them?’"

* **Not Interested, Offer Not Relevant**: Use their response as a learning opportunity and ask about their alternative solutions.

> "Take this as an opportunity to learn and grow. Acknowledge the courteous reply and ask them a low commitment question."

* **The Ghost**: If they open or click but don't reply, call them!

> "Let your email campaign run its course. If you’re noticing activity like opens or clicks for a prospect…. **call them!**"

* **Opt-Out/Polite ‘No’**: Honor their request but try to gain insights into their decision.

> "Be sure to stay CAN-SPAM compliant and honor the opt-out. […] You may want to use this as a last opportunity to communicate with them."

* **Anti-Cold Email/Threatening/Nasty Replies**: Stay professional, confirm opt-out, and potentially seek constructive feedback. Don't engage in arguments.

> "Don’t fight fire with fire here. […] Acknowledge the courteous reply and ask them a low commitment question."

4. Turning Negatives into Positives: Even negative responses can be valuable. Use them to refine your approach and identify unsuitable prospects.

5. Professionalism and CAN-SPAM Compliance: Always maintain professionalism, honor opt-out requests, and adhere to CAN-SPAM regulations.

6. Call to Action: The blog encourages readers to share their own experiences and response tactics.

Quotes:

• "Don’t make the mistake of blindly booking the call. Try to extract whatever information you can."
• "An internal referral (someone recommending a colleague) is one of the most powerful source of referral that exists."
• "If your prospect is opening or clicking your email, they have an interest in what you have to offer."
• "You didn’t get to where you are in your career by chance. At some point, someone gave you a chance and you took the ball and ran with it."

Links:

1. ⁠⁠⁠Guide to B2B Cold Email Deliverability
2. ⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠B2B Cold Email Platform⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠
3. ⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠Sign up for free Replyify account⁠⁠⁠⁠⁠⁠

Key Takeaways:

• Deliverability is crucial: Getting your cold emails into the primary inbox is fundamental for success.
• No quick fixes: Achieving good deliverability requires a systematic approach and ongoing optimization.
• Technical setup matters: Proper DNS settings (SPF, DKIM, DMARC), IP reputation, and domain reputation significantly impact deliverability.
• Engagement is key: High open, click, and reply rates demonstrate a positive sender reputation to email providers.
• Content optimization is necessary: Avoid spam triggers, personalize messages, and maintain a clean email design to prevent being flagged as spam.

Technical Setup:

• DNS Records:SPF: Specifies authorized mail servers, helping prevent spoofing.
• DKIM: Adds a digital signature to emails, verifying authenticity.
• DMARC: Builds upon SPF and DKIM, allowing senders to control how email providers handle authentication failures.
• IP Reputation:Use reputable email providers like Gmail (Google Workspace), which generally maintain good IP reputations.
• Regularly monitor IP reputation using tools like Mail-Tester, IsNotSpam, GlockApps, Mxtoolbox, Blacklistalert.org, and Talos Intelligence.
• Address any blacklisting issues promptly.
• Domain Reputation:Age: New domains are inherently suspicious. Warm up new domains by gradually increasing sending volume and encouraging engagement.
• Classification: Domains associated with certain industries (e.g., gambling) may face stricter scrutiny.

Email Warming:

• New Domains:Gradually increase sending volume over 2-3 weeks, starting with a few emails per day to known contacts.
• Encourage replies and engagement to build a positive reputation.
• Changes to Email Setup:Any modifications to DNS settings or email configuration require a new warm-up period.

Optimizing Deliverability:

• Personalization: Use recipient names and other relevant data to personalize emails.
• Content:Avoid spam trigger words (e.g., "free," "urgent," excessive punctuation).
• Keep emails concise and focused.
• Maintain a high text-to-image ratio (60/40 or better).
• Limit the number of links (ideally one per email).
• Avoid attachments or link to them instead.
• Sending Practices:Don't send large volumes of emails immediately after setting up a new account or domain.
• Spread out sending times to avoid triggering spam filters.
• Monitoring and Testing:Regularly test emails using tools like SpamAssassin, Cloudmark, Barracuda, Spamhaus PBL, and AbuseAt.
• Track open, click, and reply rates to gauge engagement and identify potential issues.

Important Considerations:

• Dedicated IP: Using a dedicated IP address can provide more control over reputation but requires careful management.
• Separate Domain: Consider using a separate domain exclusively for cold emailing to isolate reputation.

Quote:

"Spam complaint rates above 0.2% are considered high, and may result in poor deliverability." - Sendgrid

Conclusion:

By implementing the technical recommendations and best practices outlined in this document, you can significantly improve the deliverability of your cold emails and increase your chances of reaching the intended recipients. Remember that email deliverability is an ongoing process that requires continuous monitoring and optimization.

Links:

1. ⁠⁠Microsoft's Anti-Spam Policies for Email Outreach
2. ⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠B2B Cold Email Platform⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠
3. ⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠Sign up for free Replyify account⁠⁠⁠⁠⁠⁠

Main Topics:

• Impact of Microsoft's Anti-Spam Policies on Sales Organizations: The article focuses on how Microsoft's increasingly stringent anti-spam measures within Office 365, specifically Exchange Online Protection (EOP) and Defender for Office 365, are impacting sales organizations reliant on cold emailing for lead generation.
• Outbound Spam Protection: Microsoft has rigorous outbound spam protection mechanisms in place. Exceeding sending limits or violating Outbound Spam Policies (OSP) can trigger alerts and restrictions on user accounts.
• High-Risk Delivery Pools: Suspected spam emails are routed through high-risk IP delivery pools, impacting deliverability for legitimate emails.
• Policy Customization and Best Practices: The article highlights the importance of customizing EOP outbound spam policies and adhering to best practices to prevent accounts from being flagged as spam.

Most Important Ideas/Facts:

• Restricted Entities: Users exceeding sending limits or sending spam content can become "restricted entities," blocked from sending emails. This results in bounce messages with error code 550 5.1.8 'bad outbound sender'.
• Undisclosed Sending Limits: Microsoft deliberately keeps exact sending limits confidential to prevent manipulation. "We don’t advertise the exact limits so spammers can’t game the system, and so we can increase or decrease the limits as necessary."
• Zero-Day Spam: Unrecognized spam patterns can trigger account restrictions, often due to exceeding daily sending volume limits.
• Customizing Outbound Spam Policies: Sales organizations are advised to customize EOP outbound spam policies to align with their legitimate cold emailing practices. This includes setting appropriate sending limits and actions for policy violations.
• Default vs. Custom Policies: Microsoft's default policies are often stricter than the recommended settings. Creating custom policies allows for greater control and flexibility.
• Secure Presets: While Microsoft recommends "Secure Presets" for optimal security, custom policies can be created as alternatives.
• Priority Order: When using custom policies, it's crucial to adjust the priority order to ensure they override default policies.

Key Quotes:

• "Users who hit the sending limits or the Outbound Spam Policies (OSP) listed in the Exchange Online Protection ( EOP) may trigger the default Suspicious Email Sending Patterns alert."
• "We monitor accounts that are sending spam, and when they exceed an undisclosed limit, the account is blocked from sending email. There are different thresholds for individual users and the entire tenant.”
• "We don’t advertise the exact limits so spammers can’t game the system, and so we can increase or decrease the limits as necessary. The limits are high enough to prevent an average business user from ever exceeding them, and low enough to help contain the damage caused by a spammer.”

Recommendations:

• Sales organizations using Office 365 should review and customize their EOP outbound spam policies to avoid unnecessary restrictions on legitimate cold emailing activities.
• Adhering to Microsoft's best practices for outbound email, including limiting sending rates and avoiding BCC recipients, is crucial.
• Regularly monitor email deliverability and investigate any sudden increases in bounce rates or spam complaints.
• Stay informed about updates to Microsoft's anti-spam policies and adjust practices accordingly.

Links:

1. ⁠How to Fix Microsoft 550518 Deliverability Error
2. ⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠B2B Cold Email Platform⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠
3. ⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠Sign up for free Replyify account⁠⁠⁠⁠⁠

This episode is all about the 550 5.1.8 Access denied, bad outbound sender" NDR and provides actionable insights for resolving this error.

Core Issue: The error message "550 5.1.8 Access denied, bad outbound sender" signals that Microsoft 365 has blocked an email account from sending outbound messages. This typically occurs due to suspected spam activity.

Key Takeaways:

• Trigger Points: Microsoft may trigger this error if:
• The account is compromised or exhibits suspicious activity.
• Sending limits (daily, hourly, or recipient-based) are exceeded.
• Outbound email content triggers Microsoft's spam filters.
• Recipients mark the sender's emails as spam.

1. Initial Steps:Security Check: Verify the account hasn't been compromised. Enable multi-factor authentication (MFA) and reset passwords if needed.
2. Unblock User (Admin): Microsoft 365 admins can unblock users directly through the "Restricted Users Page" within the Defender Portal.

• Addressing Spam Concerns:Review Outbound Policies: Check the default "Anti-spam outbound policy" and consider increasing volume limits cautiously. Excessive volume can negatively impact deliverability and reputation.
• Refine EOP Settings: Leverage Exchange Online Protection (EOP) to customize outbound anti-spam policies, including setting up notifications for suspicious emails.
• Best Practices:Adhere to email deliverability best practices to avoid triggering spam filters.
• Consider using a separate domain or subdomain for cold emailing to protect the reputation of your primary domain.

Important Considerations:

• Quote: "Microsoft disables accounts from sending outbound messages when the email account hits an undisclosed threshold. 'We monitor accounts that are sending spam, and when they exceed an undisclosed limit, the account is blocked from sending email. There are different thresholds for individual users and the entire tenant' — Microsoft 365 EOP"
• Impact: Continuous deliverability issues despite implementing the recommended fixes may indicate a need to establish a new domain for cold outreach.

Next Steps:

• Implement the recommended troubleshooting steps based on the specific cause of the error.
• Consult Microsoft's documentation for detailed information on managing outbound bulk emailing and anti-spam policies.
• Consider engaging email deliverability experts for further assistance if issues persist.