The Optimist Team

Tyler Hakes

Content Marketing Strategy Advisor & Optimist Founder

When content feels too much like guesswork, I help B2B SaaS marketing leaders get clarity on what drives real impact & confidence in the execution.

I started Optimist in 2016 to help more teams create world-class content programs. Over the past decade, I’ve helped marketing leaders at 100+ B2B SaaS companies navigate constant disruption. From algorithm updates and SEO volatility to AI-driven search and changing buyer behavior, I’ve seen it all.

Learn more about Tyler.

The Freelance Network

For ongoing projects and content delivery, I’ve built a tight network of trusted, top-tier freelancers.

Writers, editors, strategists, and designers with deep expertise & past work experience with companies like Superhuman, Shopify, The Financial Times, Spiceworks, Spotify, Rippling, The NFL, Zapier, and many more.

Strategy & Operations

Anita

Anita

Content Catalyst
Since 2024
Seattle

Katy

Katy

Mechanics Maestro
Since 2017
Milwaukee

Rizky

Rizky

CMS Controller
Since 2018
Aceh

Writers & Editors

Brinda

Brinda

Script Sage
Since 2024
New Delhi

Tina

Tina

Storytelling Savant
Since 2018
Longmont

Jenna

Jenna

Editorial Exceptionalist
Since 2020
Sarasota

Scott

Scott

Content Composer
Since 2022
Nova Scotia

Alladdine

Alladdine

Narrative Navigator
Since 2023
Algiers

Kelly

Kelly

Refinement Rocketeer
Since 2024
Louisville

Ninad

Ninad

Tech Textsmith
Since 2023
Mumbai

Christina

Christina

Wordsmithing Wunderkind
since 2019
Chicago

Logan

Logan

Lexicon Luminary
Since 2021
Northern California

Mark

Mark

Prose Prodigy
Since 2021
Devon

Michelle

Michelle

Revision Regent
Since 2024
Barcelona

Designers

Derrick

Derrick

Datavizualization Dynamo
Since 2018
Taipei

Daniel

Daniel

Pictoral Proficient
Since 2021
Brighton

Sydney

Sydney

Anagraphic Ace
Since 2019
Pittsburgh

Anabelle

Anabelle

Multidisciplinary Maven
Since 2018
Brooklyn

Laura

Laura

Visual Virtuoso
Since 2016
Jacksonville