Aesopians Episode 3 – Cold Email Marketing For MSPs Featuring Jeffrey Newton Of Cyft.AI

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    In this episode of The Aesopians Podcast, Hunter Nelson sits down with Jeffrey Newton, Co-founder of Cyft and former MSP sales and marketing leader, to discuss the realities of running effective cold email campaigns for MSPs. Jeffrey shares insights from his 18-year MSP journey, where he transitioned from technical roles to VP of Sales & Marketing, driving six-figure MRR growth through outbound efforts. He now applies his expertise to building AI-driven solutions at Cyft.

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    https://open.spotify.com/episode/402mMCH9wVbweoTqJg6zaT?si=e7c8f760efa14b61

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    https://podcasts.apple.com/us/podcast/aesopians-episode-3-cold-email-marketing-campaigns/id1791200285?i=1000692936080

    Show Notes

    Browse the show notes below.

    Key Takeaways for MSPs on Cold Email Campaigns

    1. The Right Approach to MSP Email Marketing

    • MSPs should stop treating cold email as a numbers game and instead focus on precision, strategy, and personalization.
    • Instead of sending mass emails, MSPs need to build highly curated prospect lists with companies that match their ideal client profile.
    • The most effective cold email campaigns focus on relevance rather than volume—quality trumps quantity.
    • Cold email should feel like a conversation, not a pitch. Keep messages short, casual, and direct.
    • Jeffrey stresses that MSPs should not force prospects into their own sales process but rather align their outreach to the buyer’s decision-making journey.

    2. How to Identify the Right Target Audience

    • Avoid the “anyone who needs IT” mindset and define an Ideal Client Profile (ICP). Start by identifying your best existing clients and targeting similar businesses.
    • Use PandaMatch to analyze existing high-value clients and generate a lookalike audience.
    • Leverage Clay to build a targeted list of 100-500 quality prospects per quarter instead of blasting thousands of contacts.
    • Focusing on specific industries, company sizes, and job titles increases response rates and makes messaging more relevant.

    3. Ensuring Strong Email Deliverability

    • Never send cold emails from your primary business domain to avoid damaging its reputation.
    • Set up at least five separate domains and create multiple mailboxes within each to distribute sending volume.
    • Warm up new email accounts over 2-3 weeks by gradually increasing human-like email interactions.
    • Utilize tools like Smartlead or Instantly to ensure emails land in the primary inbox instead of spam folders.
    • Jeffrey highlights that deliverability is the foundation of a successful cold email strategy—if your emails don’t land in the inbox, nothing else matters.

    4. Crafting Email Copy for High Reply Rates

    • Subject lines should be short, clear, and intriguing—aim for under seven words.
    • Use short sentences, whitespace, and a natural tone to improve readability and engagement.
    • Avoid generic corporate jargon. Instead, speak like a human and keep it casual.
    • Personalization should be meaningful—avoid inserting irrelevant LinkedIn data just to appear customized.
    • A successful example from Cyft’s campaign: “Can I send deck pics?” This subject line generated over 50 meetings due to its humor and relevance.

    5. Measuring Success: Meetings & Conversion Rates

    • To maintain a steady sales pipeline, MSPs should aim for:
      • Four new meetings per month (one per week).
      • Five meetings to result in one highly qualified opportunity.
      • Five proposals to lead to one closed deal.
      • 20-25 meetings per month to drive consistent revenue growth.
    • MSP sales cycles are event-driven—most prospects are not actively looking for IT services until something goes wrong.
    • Jeffrey emphasizes that patience is key—MSPs must be present when a prospect is ready to switch providers.
    • Commit to a six-month timeline before evaluating the success of an outbound email strategy.

    6. Why Cold Email Works When Done Correctly

    • Mass email blasts rarely convert leads into customers. Instead, MSPs should focus on segmented, targeted outreach.
    • Breaking your prospect list into industry-specific personas allows for more tailored messaging and higher engagement rates.
    • The best cold email sequences feel natural and conversational—they build trust over time rather than forcing a hard sell.
    • Experiment with different angles, such as humor, pain points, and industry insights, to see what generates the most replies.
    • Jeffrey stresses that MSPs should consistently test and optimize their email campaigns—small improvements in open and reply rates can have a significant impact on results.

    Recommended Tools for MSP Cold Email Marketing

    • Clay – For data enrichment and hyper-targeted prospecting.
    • PandaMatch – To analyze existing customers and create lookalike audiences.
    • Smartlead / Instantly – For email warm-up, automation, and inbox placement optimization.
    • LinkedIn – To gather industry insights and enhance personalization.

    Final Thoughts on Cold Email for MSPs

    • Cold email is still one of the most effective outbound strategies—but only when done correctly.
    • Instead of purchasing generic lead lists, MSPs should build relationships through strategic, personalized outreach.
    • Success comes from getting the right message to the right person at the right time—precision and relevance are everything.
    • Continuously test, optimize, and refine email outreach efforts to improve engagement and conversion rates.

    Connect with Jeffrey & Cyft

    Support Your Cold Email Campaigns With Inbound Marketing

    Cold email is a tried and true outbound marketing channel. Tortoise and Hare provides inbound marketing services for MSPS. We leverage channels like pay per click advertising and SEO to help warm prospects discover your brand when searching for a solutions provider. Learn more about how we can help today.

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    Hunter Nelson

    Hunter is the founder and president of Tortoise and Hare Software, a digital marketing agency for the technology sector and other lead generation oriented businesses. Hunter has more than 10 years’ experience building web applications and crafting digital strategies for companies ranging from scrappy startups to Fortune 50 household names. When not on the clock, you'll find him spending time with his family and pups, relaxing on the beach, or playing competitive online video games. See for more.

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