Leadership Bios


Donald T. 'Scotty' Scott, CPCU


Scotty opened Sycamore Insurance Associates in 2010 and has been involved in the insurance agency business since graduating from Indiana University in 1986. He holds the Chartered Property Casualty Underwriter designation, the highest designation in the industry. Prior to Sycamore Insurance Associates he worked for Indiana's largest retail insurance agency and held positions such as Regional President, Chief Operating Officer and Account Executive. He is involved in the Terre Haute community.


Jason B. Lester, CIC

Vice President of Sales

Jason has over 15 years experience in both property and casualty as well as group benefit plans. He has been directly involved in managing multi-state employers with 1000-plus employees in a broad spectrum of industries including, energy, healthcare, auto dealers, manufacturing, and motorsports. He is a member of the State and National Associations of Health Underwriters. He holds life and health as well as property and casualty licenses multiple states across the nation and is a designated Certified Insurance Counselor (CIC). He holds a bachelor's degree in marketing from Indiana University's Kelley School of Business.


Kevin J. Padget, CIC, CRM

Account Executive Property & Casualty Insurance

Kevin graduated from Indiana State University School of Business in 1984 and began working in 1983 in the insurance industry. He has over 25 years of experience working for insurance companies and at the agency level. He is a Certified Risk Manager and specializes in Commercial Property & Casualty Insurance. He is involved on the finance and hospitality committees for St. Joseph Parish.


Chad Cates

Vice President, Commercial Property & Casualty

Chad Cates is Sycamore Insurance Associates’ vice president specializing in Commercial Property & Casualty accounts, primarily in the healthcare, social service, manufacturing and agricultural industries. He holds licenses in Property & Casualty and Life & Health insurance in Indiana and Illinois. He works directly with customers to develop appropriate risk management strategies that are tailored to their specific needs, has assisted employers in setting up partially and fully self-insured workers’ compensation programs and takes a proactive approach when working with his customers. A Terre Haute native, he graduated from Indiana State University with majors in Insurance & Risk Management and Business Administration.


Jenni Thompson, CISR, CPIW

Customer Service Agent

Jenni works with customers in the areas of personal and small commercial insurance, as well as employee benefits, life and health. She is a Certified Insurance Service Representative (CISR) and a Certified Professional Insurance Woman (CPIW). She has 12 years of experience in the insurance industry, having worked with several area firms. She earned a Bachelor’s degree in psychology with a minor in marketing from Indiana State University.


Robin Straw

Commercial Account Manager

Robin has had 25 years past customer service experience in insurance and with a Fortune 500 consumer products company where she was an internal ISO auditor and Kepner Tregoe facilitator. Graduating from Ivy Tech University in 2001 with a degree in computer information systems, she began working for one of Indiana's largest retail insurance agencies as licensing and contracting administrator. She has experience with commercial insurance customer service specializing in contractors, landscaping and manufacturing risks. She has been involved in the past with United Way fundraising and her local athletic booster group as secretary and treasurer.


Chris Reynolds

Account Executive

Chris Reynolds specializes in commercial insurance. He is Level 1 certified by the American Society for Nondestructive Testing to do infrared scans for loss control purposes, including detecting conditions such as water infiltration, mold and energy loss. He has more than 30 years of agency experience in the insurance industry, including agency ownership and serving as a vice president with a large agency.


Megan Marshall

Account Executive

Megan Marshall specializes in personal lines and small commercial insurance clients. She comes to Sycamore with two years of experience at the agency level. She holds property and casualty as well as life and health licenses in Indiana. She earned a Bachelor’s degree in Insurance and Risk Management from the Scott College of Business, Indiana State University.


Nikki Eslick, CPCU

Commercial Account Manager

Nikki Eslick specializes in Commercial Insurance. Nikki graduated from Indiana State University with a degree in Insurance and Risk Management. She earned the CPCU (Chartered Property Casualty Underwriter) and ARM (Associate in Risk Management) designations and is a member of the CPCU Society.


Leah Fouts, CEBS

Employee Benefit Specialist

Leah has extensive experience in the insurance business with more than 30 years as an employee benefit specialist. She is holds CEBS (Certified Employment Specialist) designation. Leah brings a wealth of Employee benefit knowledge to Sycamore Insurance Associates. She is a graduate of Indians State University.

Tracey Rader

Customer Service Agent

Tracey holds a Property & Casualty license in Indiana and is currently working toward the Accredited Customer Service Representative (ACSR) and Certified Insurance Service Representative (CISR) designations. She previously worked with one of Indiana’s largest retail insurance agencies. She has experience with medical products, professional and products liability, avaiation and various other lines.





999 Ohio Street
Terre Haute, IN 47807

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