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.
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
Content Catalyst
Since 2024
Seattle

Katy
Mechanics Maestro
Since 2017
Milwaukee

Rizky
CMS Controller
Since 2018
Aceh
Writers & Editors

Brinda
Script Sage
Since 2024
New Delhi

Tina
Storytelling Savant
Since 2018
Longmont

Jenna
Editorial Exceptionalist
Since 2020
Sarasota

Scott
Content Composer
Since 2022
Nova Scotia

Alladdine
Narrative Navigator
Since 2023
Algiers

Kelly
Refinement Rocketeer
Since 2024
Louisville

Ninad
Tech Textsmith
Since 2023
Mumbai

Christina
Wordsmithing Wunderkind
since 2019
Chicago

Logan
Lexicon Luminary
Since 2021
Northern California

Mark
Prose Prodigy
Since 2021
Devon

Michelle
Revision Regent
Since 2024
Barcelona
Designers

Derrick
Datavizualization Dynamo
Since 2018
Taipei

Daniel
Pictoral Proficient
Since 2021
Brighton

Sydney
Anagraphic Ace
Since 2019
Pittsburgh

Anabelle
Multidisciplinary Maven
Since 2018
Brooklyn

Laura
Visual Virtuoso
Since 2016
Jacksonville