Project Manager Business Development

SHERYL ORLOVE

Chicago, IL ***** 773-***-**** ************@*****.*** linkedin.com/in/sheryl-orlove PROFESSIONAL SUMMARY

Detail-oriented and highly collaborative project and operations leader with over 15 years of experience in managing complex initiatives across arts, insurance, and nonprofit sectors. Proven success in supporting multi-phase projects, vendor coordination, procurement oversight, and strategic communication. Known for exceptional organizational skills, stakeholder engagement, and dedication to crafting creative solutions in fast-paced environments. Passionate about supporting arts and design through effective project execution and team collaboration.

CORE COMPETENCIES

• Project Coordination & Workflow Optimization

• Procurement Support & Vendor Management

• Cross-Functional Team Collaboration

• Client & Internal Stakeholder Communication

• Microsoft Office Suite Smartsheet Adobe

• Documentation, Compliance & Recordkeeping

• Scenic/Creative Production Understanding

• Meeting Planning & Note-Taking

• CRM & Project Tracking Systems

RELEVANT EXPERIENCE

VP of Agency Operations and Compliance

Your Way Insurance LLC Chicago, IL Jul 2022 – Nov 2024

• Oversaw day-to-day project operations and compliance for over 8,000 licenses and 45,000+ carrier appointments.

• Led cross-departmental coordination ensuring project deliverables were met on time and aligned with strategic goals.

• Managed documentation workflows, ensuring clarity and timeliness across all compliance and reporting needs.

Project Manager, Lead Management & Carrier Relations Advise Insurance Chicago, IL Apr 2021 – Jul 2022

• Created project tracking and reporting strategies that improved transparency with stakeholders and external partners.

• Handled materials coordination and contributed to efficient project rollouts within business development teams.

Director of Carrier Operations and Agent Services

GoHealth LLC Chicago, IL Aug 2013 – Nov 2019

• Led project operations involving regulatory compliance and agent onboarding for over 3,000 agents.

• Partnered with vendors and internal teams to streamline project documentation and maintain up-to-date records.

• Provided leadership on process improvement initiatives that supported long-term organizational growth.

Development Research Department Head

The Art Institute of Chicago Chicago, IL Sep 2004 – Jun 2012

• Played a key role in multi-year capital projects, including the $400M Modern Wing campaign.

• Coordinated internal departments, vendors, and donors to ensure alignment of high-level fundraising deliverables.

• Maintained meticulous records and facilitated detailed briefings for meetings and events. EDUCATION

M.L.I.S., Archives & Special Collections Dominican University B.F.A., Art Education & General Studio Art Southern Illinois University AFFILIATIONS

• Co-Chair, Benefits and Fundraising – Artists Book House Board, Chicago

• Former Board Secretary – IL Chapter, APRA

• National Committee Member – Securities & Insurance Licensing Association TECHNICAL TOOLS

• Microsoft 365 Smartsheet Salesforce Adobe Raiser’s Edge

• CRM & Compliance Systems: RegEd, Sircon, AgentSync, Little Green Light

• Research Databases: DonorSearch, Lexis-Nexis

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