Stephen Anderson

Marketplace Builder | Sales & BD Leader

San Anselmo, California, United States

About

I build revenue engines for marketplace businesses. Over the course of my career I've helped scale three companies to successful exits — most recently Seniorly, the two-sided senior living marketplace acquired by CareScout in 2025. At Seniorly I built the demand engine that fueled our growth, developed a national network of senior living communities and local placement agents, and launched a new platform, which became our fastest-growing revenue stream. I'm at my best when there's a network to build, a new revenue stream to launch, or a business that needs to scale and doesn't yet have the playbook.

Experience

  • Sr. Director at CareScout
    Oct 2025 - Present · 9 mos

    Leading Seniorly network continuity and integration following acquisition by CareScout

  • Seniorly (8 yrs)
    • Chief Strategy Officer
      Jun 2020 - Oct 2025 · 5 yrs 5 mos

      The leading two-sided senior living marketplace, acquired by CareScout in October 2025. Originated and launched Premier Advisor, a net-new high growth service offering. Scaled national supply-side network of senior living communities and local placement agents Led a team across network operations, partnerships, and commercial functions

    • Head of Growth
      Nov 2017 - Jun 2020 · 2 yrs 8 mos

      Built growth marketing and SEO from scratch, creating the demand engine that fueled the company's Series A raise Transitioned marketing leadership to a dedicated hire post-Series A, shifting focus to supply-side network development and new revenue initiatives

  • Chief Strategy Officer at CLEARLINK (Acquired by Sykes Enterprises)
    Oct 2014 - Jul 2017 · 2 yrs 10 mos

    Led GTM strategy for expansion into new business verticals including P&C insurance, Medicare, and senior living Managed teams across strategy, marketing, business development, partnerships, and data science Led acquisition of a digital advertising agency and multiple web properties Helped build toward the company's $207M acquisition by Sykes Enterprises; retained post-close through integration

  • Executive Vice President Strategy at CLEARLINK
    Dec 2013 - Oct 2014 · 11 mos

  • Consultant at Acquire Path Labs
    Nov 2012 - Dec 2013 · 1 yr 2 mos

    Independent consultant assisting consumer brands and agencies in strategic planning, business development, integrated marketing and team building.