Brandon Ray

Chief Revenue Officer @ Othello.ai

New York City Metropolitan Area

About

For over a decade, I built and led high-performing BDR teams at VC-backed SaaS startups, helping these companies accelerate growth, open new markets, and turn "outbound" into their top performing revenue channel. That journey took an exciting turn when I met Jared, the CEO of Othello.ai, in late 2025. He saw something in me beyond my BDR leadership background and gave me the opportunity to step into the role of Chief Revenue Officer. It was a chance to expand my impact, take ownership of the entire revenue engine, and help shape the company's growth strategy at a critical stage. Since then, I've focused on aligning sales, business development, partnerships, and customer success around a unified vision for growth. Outside of work, I am an avid reader and writer with a curiosity that extends well beyond business. Whether it's tearing up a dance floor, singing karaoke (Britney Spears, anyone?), playing afterwork dodgeball or kickball, or discovering a new favorite book, I value experiences that challenge me, inspire creativity, and foster meaningful relationships. I feel like the same qualities that drive success in business...curiosity, discipline, teamwork, and a willingness to step outside of your comfort zone...also contribute to a well-rounded and fulfilling life. Always looking to network...DM me and say hey!

Experience

  • Chief Revenue Officer at Othello
    Jan 2026 - Present · 7 mos

    As CRO at Othello.ai, I lead the go-to-market engine across revenue strategy, sales, customer growth, and market expansion. Joining at a pivotal stage, I’ve helped shape the company from an early-stage startup into a venture-backed business positioned to scale. My role spans building and leading the sales org, refining our ICP and messaging, creating repeatable pipeline generation systems, and driving execution across outbound, partnerships, and customer expansion. I work cross-functionally with product, marketing, and leadership to ensure we’re building what the market needs and turning customer feedback into revenue growth. I’m focused on creating a high-performance revenue culture, developing a world-class team, and helping establish Othello.ai as the category leader in AI sales coaching.

  • Head of Global Business Development at Reachdesk
    2024 - 2025 · 1 yr

    Joined Reachdesk, inheriting a team that had cycled through multiple BDR leaders without finding someone who could take the outbound program to new heights. I helped broaden the TAM, refined the messaging and outbound strategy, and helped leed the team to shatter records in 2025, turning the BDR function into a true growth engine for the company.

  • Head of Business Development, North America at Multiplier
    2023 - 2024 · 1 yr

    Joined Multiplier to tackle a North American BDR team that had struggled under four previous leaders in a crowded market with competitors like Deel and Rippling. Implemented systems and processes that finally got the team off the ground, turning them into a competitive force in their industry.

  • Sr. Director, Global Business Development at Black Crow AI
    2022 - 2023 · 1 yr

    Joined Black Crow when they had a single BDR, and was on a mission to build and scale the team from the ground up. Grew the team to 5 high-performing BDRs, creating a system that consistently generated 60+ qualified sales opportunities per month for the sellers.

  • Sr. Director, Business Development, North America at Namely
    2020 - 2022 · 2 yrs

    Joined Namely to lead a team of 8 BDRs, a mix of solid and struggling performers, inheriting a broken BDR function. Installed the right systems, doubled the team’s size, and rebuilt predictable outbound motion—helping position Namely for growth and visibility that ultimately contributed to its acquisition by Vensure.