Erik Leander

About Erik Leander

Product and technology leader with over 15 years of experience building and improving digital platforms in regulated insurance environments. I enjoy finding good ideas, testing them early, and working with teams to turn what works into scalable products, I created and continue to lead the nation’s largest multi-channel digital medical malpractice insurance program, with nationwide coverage and industry-leading premium volume serving physicians and medical facilities in all 50 states.I’m a hands-on problem solver who bridges IT, digital marketing, and insurance operations to turn complex challenges into measurable growth. My work combines:Digital Strategy & Marketing – Full-spectrum expertise in SEO/SEM, social, content marketing, and multichannel campaigns. I plan and execute comprehensive digital presence strategies, optimize user experience and conversion, and track performance through advanced analytics.Technology Leadership – Architect of a custom integrated tech stack and Salesforce CRM buildout that streamline underwriting, marketing, and service workflows across 15+ carriers and 4+ MGAs. Evaluated emerging technologies and industry trends to inform longer-term product and platform direction.Cross-Functional Collaboration – Partnering closely with executives, sales, and customer service teams to craft data-driven strategies that increase awareness, engagement, and acquisition while improving retention and ROI.Team & Vendor Management – Build and lead high-performing digital teams, manage multiple agency relationships, and foster partnerships that drive national programs.Balanced strategic and tactical thinking, deep insurance knowledge (including a P&C license), and a passion for continuous optimization define my approach. Whether designing a rebrand, launching a new digital initiative, or engineering enterprise IT infrastructure, I focus on scalable solutions that deliver lasting impact.

Experience

1. CIO, CTO & Director of Digital Strategy and Insurance Programs

   Cunningham Group

   Jan 2008 — Present · Elmwood Park, IL, US

   Executive-level insurance and technology leader with 15+ years in professional medical liability. I build complex national insurance programs, drive operational efficiency, and execute data-driven digital marketing strategies.At Cunningham Group, I created and now direct the nation’s largest multi-channel medical malpractice insurance program and marketing strategy, serving physicians and medical facilities in all 50 states. My IT background and industry expertise enable scalable growth, advanced analytics, and measurable ROI.National Medical Malpractice Program – Key Results• Launched a digital platform now exceeding $200M in written premium, reaching physicians and allied health professionals.• Streamlined operations across 15+ carriers and 4+ MGAs, aligning underwriting, marketing, and service workflows for rapid scale.• Built a full growth engine:– Lead Strategy: Multi-channel system with instant quote-and-bind, boosting ROI and shortening the sales cycle.– Tech Stack: Custom integrated platform that increased productivity and retention.– Marketing/Data: Leveraged analytics to cut acquisition costs and improve lead quality.– Customer Experience: Service model lifted retention 15%; cross-selling raised average premium 10%.– Sales Enablement: Automated workflows reduced producer touches while increasing conversions.– SEO & SEM: Designed a national search strategy that remains the cornerstone of program growth.Cross-departmental executive overseeing IT, digital strategy, and operations while managing a dozen+ vendors and consultants. Recognized for complex problem-solving, building high-performing teams, and forging partnerships that drive revenue and efficiency.

Education

• Western Illinois University

  General

  1997 — 1998

• College of DuPage

  General

  1993 — 1995

Skills

• Web Analytics
• Advertising
• Website Development
• Web Development
• SEO
• Social Networking
• Crm
• Digital Marketing
• New Business Development
• Networking
• Sem
• Online Marketing
• Ppc
• Email Marketing
• Social Media
• E-Commerce
• Online Advertising
• Marketing Strategy
• Marketing Communications
• Account Management
• Ppc Management
• Social Media Marketing
• Insurance
• Google Analytics
• Web Marketing
• Management
• Marketing