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Sherman Digital Co.

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Sherman Digital Co.

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Authentication | Behavior | Reputation

Hey, I'm Jacob!

I help businesses get more out of email.


Sometimes that means improving deliverability. Other times it means fixing broken automations, reviewing campaigns that aren't performing, building outbound systems, cleaning up marketing operations, or solving the technical issues that quietly hold everything back.


I started in SEO and outreach, where I spent years building campaigns and earning links. Along the way, I kept running into the same problem. Great campaigns were failing because the systems behind them weren't built to support them. That led me into email deliverability and marketing operations, where I found I enjoyed solving the problems happening behind the scenes just as much as building the campaigns themselves.


Since then, I've worked on projects ranging from recovering domains with damaged reputations and diagnosing spam placement issues to migrating organizations between email platforms, building outbound infrastructure, improving CRM workflows, and auditing email programs to uncover what's really limiting performance.


What I enjoy most is figuring out why something isn't working. Sometimes the answer is technical. Sometimes it's the sending strategy, list quality, automation, or campaign structure. Usually it's a combination of several small issues rather than one obvious problem.


My goal is always the same: understand the problem, explain it simply, and build a solution that's made to last.

Capabilities

Email Deliverability & Infrastructure

Email Deliverability & Infrastructure

Email Deliverability & Infrastructure

Email problems usually don't have a single cause. I help businesses improve inbox placement by reviewing authentication, sender reputation, domain strategy, sending behavior, list quality, and campaign setup. Whether it's emails landing in spam, Microsoft throttling sends, or a damaged domain reputation, my goal is to find the root cause and build a long-term solution.

Marketing Operations & Email Systems

Email Deliverability & Infrastructure

Email Deliverability & Infrastructure

I build the systems that keep email programs running smoothly. From CRM workflows and outbound operations to Google Workspace migrations, campaign processes, and automation, I focus on making things easier to manage as teams and campaigns grow. Good systems save time, reduce mistakes, and make marketing more predictable.

Outreach & Digital PR

Email Deliverability & Infrastructure

Outreach & Digital PR

My career started in SEO and outreach, and I still enjoy helping brands earn meaningful coverage. I've build and launch campaigns across SaaS, healthcare, technology, and professional services by focusing on relevance over volume. The goal has always been the same: connect the right story with the right person and create something worth publishing.

Built For Real Sending

I work across Google Workspace, Microsoft 365, Apollo, Smartlead, Instantly, and HubSpot environments to improve inbox placement, repair domain reputation, and troubleshoot outbound systems that are hurting performance behind the scenes.

See My UpWork Profile

A Better Way to Understand How I Work

If you want to get a feel for how I think, my blog is probably the best place to start.


Most of what I write comes from real problems I've run into. Diagnosing why emails started landing in spam, figuring out why a migration didn't go as planned, auditing outbound campaigns that weren't getting replies, or explaining lessons I learned while solving a problem for a client.


I don't write generic marketing advice. I write about the things I've actually worked through, what caused the problem, what fixed it, and what I'd do differently next time.

If that's the kind of work you're interested in, I think you'll enjoy it.

Subscribe for Notes on Email & Outreach

Thoughts on email, marketing operations, and the problems I'm solving.

On my shelf

Books That Stuck With Me

I've always believed the right book shows up at the right time. These are a few I've really enjoyed and still catch myself thinking about.


  • 1984 by George Orwell: The first book that made me realize how powerful ideas can be, especially when they're wrapped inside a story. 
  • The Hobbit by J.R.R. Tolkien: The book that got me hooked on fantasy and showed me how much fun a well-built world can be. 
  • A Man Called Ove by Fredrik Backman: A reminder that everyone has a story, and we're usually too quick to judge people before we know it. 
  • Stoner by John Williams: Nothing extraordinary happens, yet I couldn't stop turning the pages. It made me appreciate how compelling an ordinary life can be. 
  • Jurassic Park by Michael Crichton: Way more than dinosaurs. It's really about what happens when ambition moves faster than common sense. 
  • Piranesi by Susanna Clarke: One of the most unique books I've read. I spent half the book confused, and somehow that made it even better. 
  • The Unbearable Lightness of Being by Milan Kundera: A book that made me think about how much of life comes down to the choices we make and the ones we never get to compare. 
  • The Old Man and the Sea by Ernest Hemingway: A simple story that says a lot about persistence, pride, and showing up even when the odds aren't in your favor. 

Add Me on GoodReads!
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