Strategies For Writing Engaging Outreach Emails

I used to send >250 custom outbound emails every week. Yesterday, I was introduced to someone who remembered one of those emails from literally 10 years ago. Here's my outbound strategy for anyone that wants to master cold outreach: 1️⃣ do not sell yourself at the open >> seriously, stop talking about yourself. no one cares about you << Instead: just say who you are, and move on to talk about them. 2️⃣ tell people why they are great - I liked to make a list of at least 5 points - I would write custom points for each recipient - I wrote simply and directly - Inspired by Dale Carnegie - people like to be liked 3️⃣ sell the CONVERSATION, not the opportunity - I never pushed people into existential consideration - I only asked them for 15 minutes, they could spare it - I NEVER sold the role or company, I'd only give them 1 sentence about it 4️⃣ be very direct - I always told people "I think you could be a fit for a job here" - But... I never said the specific job, or qualified it further - People need to know what you want, but they don't need all the details 5️⃣ use humor - I've meme'd since the dawn of my professional time - It seemed to work, lots of people just wanted to respond - Them responding = opening to get them on a call 6️⃣ be fast + use tools - you need to move fast to get 50 good messages out per day - I used a template to populate my open + add bullet points (but not content) - I used TextExpander to insert saved "custom" points. If I'd already written to a musician and explained why I thought their background in music made them an interesting prospect for an engineering role, I'd save that exact verbiage and re-insert it with TextExpander in future messages. - I use all the gmail hotkeys, it helps give you little bits of advantage on a process you will repeat tens or hundreds of thousands of times - it's worth getting gud -------------------------------------- That's it. Remember that people like being liked. Remember that no one cares about you. Remember not to force people to think too far ahead. Oh... and remember that 90% of the time, it won't be the right time, and that's just the process of finding the 10% who are ready to talk.

Blessed are those who personalize their outreach—for they shall be rewarded. Email outreach has a reputation problem, and honestly? It’s earned it. We've all been on the receiving end of those generic, templated, and frankly, soulless emails that clog up our inboxes. No wonder people are skeptical when they hear the term "cold email." But when done right, email outreach can be a powerful tool for growing your network, making valuable connections, and even landing dream projects. Follow these simple commandments, and you're well on your way to more clicks and replies: 1. Reach out to others as you would have others reach out to you. Approach every email with empathy. Would you respond to your own message? If the answer is no, go back and rewrite. 2. For the love of all things holy, use people’s first names. It’s the easiest way to make a connection and show that you’re speaking to them, not a faceless group. 3. Don’t forget to personalize—always! Mention something specific about their work, their company, or a recent project they shared. It’s all about making the email feel unique to them. 4. Link to relevant case studies and portfolio pieces instead of your entire website. Show them exactly what’s relevant. No one has time to sift through a massive website—be concise. 5. Don’t diagnose—it’s gross! Avoid implying there’s something “wrong” with the way they’re doing things. Instead, frame your expertise as a potential value add. 6. Lead with a service that is an ongoing need—not branding! Focus on how you can genuinely help in a way that is practical and impactful. Start with the pain point they are likely dealing with. Branding is a hard sell through a cold email. 7. End with a strong call to action, such as a request for a meeting. Make it easy for them to say “yes.” Give them a simple next step—like a quick chat or a 10-minute meeting just to get to know them. Which leads us to... 8. Remember that this is about relationship building and not just a quick lead. Play the long game. Think of every email as the start of a relationship, not a transaction. 9. Always follow up. A polite, well-timed follow-up can make all the difference. People are busy—sometimes a second email is all it takes to get a response. 10. And above all else—remember that you’re emailing a person. Keep it human. Keep it genuine. If your email doesn’t sound like something you’d say in person, rewrite it. These principles have not only helped TheFutur Accelerator members (the program I run with Ben Burns) grow their networks, but many have booked dream projects by sticking to these commandments. Real connections, real conversations, and real opportunities start when you approach outreach the right way. Curious about how you can improve your email outreach? Drop your questions in the comments—I’d love to help you level up your networking game!

The inbox is a battlefield. Your email’s enemy? The ‘Delete’ button. Between promotions, spam, and auto-blasted sales pitches, your email has seconds—seconds—to stand out and survive. So how do you write an email that doesn’t get sent to the trash right away? You make it personal and valuable. Here are 5 battle-tested tips to craft personalized, high-converting outreach emails: 𝗦𝘁𝗮𝗿𝘁 𝘄𝗶𝘁𝗵 𝘁𝗵𝗲𝗶𝗿 𝘀𝘁𝗼𝗿𝘆, 𝗻𝗼𝘁 𝘆𝗼𝘂𝗿𝘀. Ditch the “Hi, my name is…” opener. Show them you’ve done your homework. → “I saw your recent post about [specific topic]—your perspective on [insight] really stood out.” Lead with them, and they’ll be more inclined to care about you. 𝗕𝗲 𝘀𝗽𝗲𝗰𝗶𝗳𝗶𝗰 𝗮𝗯𝗼𝘂𝘁 𝘁𝗵𝗲 𝘃𝗮𝗹𝘂𝗲. Generic promises like “We’ll save you time and money” won’t cut it. 𝗙𝗼𝗰𝘂𝘀 𝗼𝗻 𝘁𝗵𝗲𝗶𝗿 𝘂𝗻𝗶𝗾𝘂𝗲 𝗻𝗲𝗲𝗱𝘀: → “I noticed [pain point]. We helped [similar company] achieve [specific result]. Here’s how we can help you too.” 𝗞𝗲𝗲𝗽 𝗶𝘁 𝘀𝗵𝗼𝗿𝘁 𝗮𝗻𝗱 𝘀𝗸𝗶𝗺𝗺𝗮𝗯𝗹𝗲. Your email isn’t a novel. Busy people don’t have time to read paragraphs. → Use short sentences. → Break up text. → End with a clear ask (no more than one action). 𝗦𝗼𝘂𝗻𝗱 𝗵𝘂𝗺𝗮𝗻—𝗱𝗶𝘁𝗰𝗵 𝘁𝗵𝗲 𝗿𝗼𝗯𝗼𝘁 𝘁𝗼𝗻𝗲. If it reads like a template, it is a template. Write how you speak. 𝗕𝗲 𝗰𝗼𝗻𝘃𝗲𝗿𝘀𝗮𝘁𝗶𝗼𝗻𝗮𝗹 𝗮𝗻𝗱 𝗮𝗽𝗽𝗿𝗼𝗮𝗰𝗵𝗮𝗯𝗹𝗲: → “Hope this finds you well—saw your team’s new project, and I’m seriously impressed.” Make the ask easy to say “yes” to. Don’t overwhelm them with a big ask. 𝗦𝘁𝗮𝗿𝘁 𝘀𝗶𝗺𝗽𝗹𝗲: → “Do you have 15 minutes next week to explore this? I’ll make it worth your time.” Remember this: A great email isn’t about selling—it’s about starting a conversation. Show you understand their world, add value, and respect their time. --- Follow Michael Cleary 🏳️🌈 for more tips like this. ♻️ Share with someone who needs help with their emails #sales #emails #marketing

Sick of your cold outreach getting ignored? Here are 6 ways to bullet-proof your email: 1. Make it relevant. Research the person you're emailing. What do they care about? What are their goals? Their interests? Tailor your email to them. Show them how what you have to offer is relevant to their life. 2. Be specific. Don’t use vague language. Be clear about what you're offering. Don't say "I think I can help you." Say "I can help you do X." This shows you’ve done your homework and know what you're talking about. 3. Hook them with a headline. The headline is the first thing people see. Make it count. It can be provocative, interesting, or a question. It should make them want to read the rest of the email. 4. Personalize. Use their name, not "Hey there" or "Hi." Mention something you admire about their work or business. It shows that you’re interested in them as a person, not just what they can do for you. 5. Keep it short. People have short attention spans. Get to the point quickly. Use bullet points to break up text. No one wants to read a wall of text. 6. Provide value. Don’t just ask for something. Offer something of value in return. Maybe it's a piece of advice or a relevant article. Make it clear that you’re not just trying to take from them. Remember: - People crave personalization - Don’t overcomplicate it - Keep it relevant - Make it interesting Do this and watch your cold outreach response rate skyrocket.

I just deleted 147 cold emails without reading them. Here’s what they all got wrong: Every morning, my inbox looks the same. A flood of pitches from people trying to sell me something. Most days, I just mass delete them. But this morning, I decided to actually read through them first. Within 5 minutes, I spotted a pattern. Everyone was making the exact same mistake. They were all trying to close the deal. ALL IN THE FIRST MESSAGE 🥵 Let me show you what I mean (with two small examples): APPROACH A: "The Wall of Text" Send 100 cold emails with full pitch, calendar link, and case studies. • 3 people open • 0 responses • 0 intros This looks exactly like the 147 emails I just deleted "Hi [Name], I noticed your company is scaling fast! We help companies like yours optimize their marketing stack through our proprietary AI technology. Our clients see 300% ROI within 90 days. Here's my Calendly link to book a 15-min chat: [LINK]. Looking forward to connecting! Best, [Name]" BORING!!! APPROACH B: "Micro Conversations" Same 100 prospects, broken down into micro-convo's. Email 1: "Do you know [mutual connection]?" • Send 100 • ~40 open • ~20 respond Email 2: "They mentioned you're scaling your marketing team. I'd love to connect about [specific thing]." • Send to 20 who responded • ~15 continue engaging Email 3: "Would you mind if they made an intro?" • Ask 15 engaged prospects • ~10 intros Final score: • Approach A: No intros • Approach B: 10 intros How to Apply These Lessons (Tactical Summary): 1. Focus on Micro-Conversations: Break your cold outreach into smaller, manageable steps. Build rapport before making any asks. 2. Personalize Everything: Reference mutual connections, specific company milestones, or shared interests in every message. 3. Play the Long Game: Aim for replies in the first message.. not conversions. If you’ve been struggling with cold outreach, you might just need a new approach. Give this one a try and lmk how it goes.