About Me
Levi Olmstead is a growth marketer, content strategist, and problem solver who thrives at the intersection of SEO, user experience, and digital storytelling. He’s best known for building content and organic growth engines from the ground up for innovative SaaS brands like G2 and Whatfix. Levi’s curiosity for emerging concepts, obsession with systems, and a “let’s figure it out” approach have defined his career trajectory.
After graduating from Indiana University with a focus on advertising, communications, and videography, Levi joined an early-stage startup in Chicagoland: G2 Crowd. As the 24th employee, he began as a category analyst and content specialist, helping structure the sprawling world of B2B software. He built out technical category frameworks, led scalable review generation campaigns, and played a pivotal role in SEO growth—sorry if you got a cold outreach email between 2015 and 2018.
As G2 scaled, so did Levi. He launched and grew the G2 Learn Hub to over 1M monthly organic sessions, pioneered link-building programs, and owned cross-functional campaigns. Now, as Director of Content and Website at Whatfix, Levi leads content, SEO, and web development, helping the company hit record-breaking ARR from organic and redefining what B2B content marketing looks like in an AI-first world.
Today, Levi continues to learn as organic search and marketing are transformed with AI and LLMs. He also works with small brick-and-mortar brands to expand their online presence, content creators to generate revenue, and SaaS brands to dominate search.
You can connect with Levi on LinkedIn here or drop a note to [email protected]
My Career
Today: Director of Content, SEO & Website @ Whatfix
In 2025, Levi expanded his ownership at Whatfix to include the entire content, SEO, and website ecosystem. His focus has shifted toward conversion rate optimization (CRO), experimentation, and anticipating the impact of large language models (LLMs) and zero-click search trends on organic visibility. He’s building an “appear everywhere” SEO strategy designed for the AI-first digital landscape. In parallel, Levi also consults with creators, startups, and brick-and-mortar businesses on SEO, digital marketing, marketing automation, and website strategy—bringing enterprise-grade insights to smaller teams with big ambition.
2021-2025: Content Marketing Leadership @ Whatfix
Levi joined Whatfix in 2021 to build the company’s content marketing function from scratch. Within his first year, he 5x’d monthly blog sessions, launched a gated content strategy that captured 1,000+ TOFU leads per month, and introduced a product-driven content framework across all solution areas.
In 2022, he grew the blog 461%, capturing over 16,000 leads and generating $590,000 in ARR directly attributed to content.
By 2023, the blog hit 3.9M sessions and 22,000+ contacts, with $847,098 in content-first ARR and 267 SQLs, alongside a full overhaul of Whatfix’s case studies.
In 2024, Levi led the development of several new high-performing content assets including the Whatfix Compare Hub, Use Case Marketplace, and the launch of a new YouTube video series. The year culminated in 4.5M total blog sessions, $3.39M in ARR from content-first leads (a 400% YoY increase), and 404 SQLs influenced by content.
2019-2020: Director of Marketing @ 2ndKitchen
As the Director of Marketing at 2ndKitchen, Levi operated as a marketing department of one—owning everything from top-of-funnel content to CRM workflows. He launched a robust content engine publishing over 50 blog posts per month across multiple hospitality verticals, and implemented marketing automation via ActiveCampaign, building lead scoring, nurturing, and SMS engagement flows.
His efforts grew monthly inbound leads by 1,100% in just six months and scaled organic traffic by 800%, from 11,000 to 96,000 monthly visitors YoY. Levi also led the rapid go-to-market launch of “2ndKitchen 2Go” during the early days of COVID-19, driving 200+ inbounds within the first two weeks and converting 45% of them into booked meetings.
2015-2019: Content & SEO @ G2
Levi joined G2 Crowd in 2015 as one of its earliest hires and quickly became an integral part of its content and SEO growth engine. Starting as a content specialist focused on categorizing software products and creating buyer-focused content, Levi soon took on outreach and SEO responsibilities. As SEO Community Manager, he helped grow organic traffic by 970%, increased referring domains by over 60%, and launched backlink acquisition programs that scaled the company’s off-page authority.
Promoted to Manager of Content and SEO in 2018, Levi led the launch of the Learn Hub with Jakub Rudnik, scaling it to 1.5M monthly visitors in just 15 months. He managed a team of four outreach specialists, owned cross-functional content campaigns, and reported key SEO and traffic KPIs directly to G2’s executive team. His years at G2 laid the foundation for his full-stack marketing skillset and deep expertise in content-led growth.
2014: Graduate of Indiana University
Levi graduated from Indiana University in 2014 with a degree in advertising, communications, and videography. During his time at IU, he completed graduate-level coursework at the Kelley School of Business and worked closely with local businesses and nonprofits to design marketing campaigns, manage social media channels, and produce video content. These early hands-on experiences in creative storytelling, brand messaging, and digital marketing planted the seeds for his career in tech and SaaS marketing.
