Open to opportunities

Caryn Osofsky

@carynosofsky

Message

Empathetic customer success professional with extensive B2B sales experience.

United States

Message

What I'm looking for

I am looking for a role that values client relationships and offers opportunities for growth.

I am an empathetic and solution-oriented professional with extensive experience in remote B2B sales, account management, and client onboarding. My career has been defined by my ability to deliver exceptional service and build long-term client relationships, ensuring that I meet and exceed expectations in high-volume, fast-paced environments.

Throughout my professional journey, I have honed my skills in utilizing technology to enhance communication and collaboration. My experience as a Remote Sales Associate at Regus allowed me to consult with small business owners, where I consistently exceeded sales targets and managed client relationships across the full sales cycle. I pride myself on my strong communication and interpersonal skills, which have been vital in my roles, including as an Insurance Account Manager and a Substitute Teacher.

Experience

Work history, roles, and key accomplishments

Remote Sales Associate

Regus (IWG plc)

Jan 2021 - Present (4 years 6 months)

Consulted with small business owners and professionals to match them with flexible workspace solutions. Averaged 10–20 client signings per day, consistently exceeding sales and outreach targets.

B2B Sales Account Management Microsoft Teams Outlook CRM Systems

Substitute Teacher / Summer Program Instructor

NYC DOE / Catskills Camp

Jan 2020 - Present (5 years 6 months)

Led academic and creative instruction for students in both classroom and camp settings. Communicated clearly with students, adjusted lesson plans in real time, and kept students engaged.

Classroom Instruction Lesson planning Student Engagement Conflict Resolution Behavioral Management

Field Enumerator (Census Worker)

U.S. Census Bureau

Jan 2020 - Present (5 years 6 months)

Conducted door-to-door interviews during the COVID-19 pandemic. Collected accurate demographic data while navigating safety and public concerns.

Data Collection Interviewing Confidentiality Public Engagement Field Operations

Insurance Account Manager & Office Manager

York Speech and Hearing

Jan 2015 - Present (10 years 6 months)

Managed commercial insurance accounts, renewals, and client communications. Handled front-desk operations, appointment scheduling, and billing accuracy.

Insurance Account Management Client Communication Office Management Billing

Sales Representative

Hudson Bread Company

Jan 2012 - Present (13 years 6 months)

Built and maintained B2B relationships with chefs, caterers, and restaurant owners. Conducted product demos, opened new accounts, and provided front-office support.

B2B Sales Client Relationship Management Product Demonstrations