Cold Email Deliverability Expert — Reaching Outlook/Microsoft 365 Inboxes (Ongoing)

Posted 6 days ago

Worldwide

Summary

I run cold email campaigns targeting investment professionals at institutions. My problem is specific and I know exactly what it is: Microsoft is sending all my emails to spam. My setup: I'm on Instantly with Gmail/Google Workspace sending accounts (purchased and natively warming since May 30). My audience almost entirely uses Outlook / Microsoft 365 with gateway security. An Instantly inbox placement test confirms the issue — Google-to-Google lands 100% in the inbox, but Google-to-Microsoft lands 100% in spam. Authentication is clean (SPF, DKIM pass), so this is a deliverability/reputation problem, not a config error. Important context: this campaign worked before. I was booking meetings consistently, and cold contacts were even forwarding my emails internally to the right person. The copy is ok (could be optimized, but it's not spammy and it converted). I just need to get back to landing in Microsoft inboxes. What I'm looking for: Proven experience getting cold email into Outlook / Microsoft 365 inboxes, ideally for B2B / institutional audiences Hands-on knowledge of Instantly Someone who will both do the work and teach me how as we go — I want to understand the system, not just outsource it Scope: Near term: reliably deliver 50–100 net new emails/day (my audience is relatively small, so quality over volume) Longer term: scale toward 500–1,000/day This is an ongoing monthly engagement, not a one-off fix If you've solved the Google-to-Microsoft spam problem before, tell me briefly how you did it. I'll share screenshots of my placement test and copy with shortlisted candidates. Campaigns: My campaigns are usually 3 emails with 3 day buffer in-between. This is the copy for my first email: Hi firstName, I run a team of applied AI engineers building custom AI applications for investment teams. We mostly work with lean teams that are best-in-class but do not have a deep bench of AI talent. In 4-8 weeks we've built custom solutions for our clients that have cut manual processes in their investment process, automated back office tasks, or used proprietary data to improve judgement. Would you be open to a brief chat, or is there someone else on your team I should reach out to? Best, Diego Vergara AI Lead at VerxCapital.com | Formerly Goldman Sachs

  • More than 30 hrs/week
    Hourly
  • 3-6 months
    Duration
  • Expert
    Experience Level
  • $25.00

    -

    $60.00

    Hourly
  • Remote Job
  • Ongoing project
    Project Type
Skills and Expertise
Mandatory skills
Outlook Inboxes
Email Deliverability
Activity on this job
  • Proposals:20 to 50
  • Last viewed by client:2 days ago
  • Interviewing:
    10
  • Invites sent:
    0
  • Unanswered invites:
    0
About the client
Member since Sep 22, 2025
  • United States
    New York City10:59 PM
  • $2.6K total spent
    6 hires, 4 active
  • 23 hours

Explore similar jobs on Upwork

Email campaign + callFixed-price‐ Posted 3 weeks ago
Email Campaign Setup
Email Marketing
B2B Marketing
Lead Generation
Email Marketing
Klaviyo
Marketing Strategy
Account Management
Ecommerce Marketing

How it works

  • Post a job icon
    Create your free profile
    Highlight your skills and experience, show your portfolio, and set your ideal pay rate.
  • Talent comes to you icon
    Work the way you want
    Apply for jobs, create easy-to-by projects, or access exclusive opportunities that come to you.
  • Payment simplified icon
    Get paid securely
    From contract to payment, we help you work safely and get paid securely.
Want to get started? Create a profile

About Upwork

  • Rating is 4.9 out of 5.
    4.9/5
    (Average rating of clients by professionals)
  • G2 2021
    #1 freelance platform
  • 49,000+
    Signed contract every week
  • $2.3B
    Freelancers earned on Upwork in 2020

Find the best freelance jobs

Growing your career is as easy as creating a free profile and finding work like this that fits your skills.

Trusted by

  • Microsoft Logo
  • Airbnb Logo
  • Bissell Logo
  • GoDaddy Logo