Corporate Services

Employee Benefits Services

Our range of value-added services includes delivering you custom solutions for all of your health care management needs, including benefit plan analysis, contribution strategies, health & wellness education and training, and developing employee policies and consumer-driven programs.


Understanding the increased complexity of employee benefits is a challenge. Staying abreast of the issues you face and developing strategies to meet the constant demands of business can give you a competitive edge. Randy Pickering’s communication programs will help you stay on top of the changes affecting the employer group insurance industry and consumer-driven employee programs.

Human Resources

Pickering Insurance Services, Inc. has a Senior Professional Human Resources (SPHR) on staff to help guide you through the HR maze. These services are provided on a project or retained basis and allow companies to utilize the depth of knowledge and flexibility of our experience without assuming the expense of additional personnel. Some HR services may be at a charge depending on the project and scope of services required. We believe by developing a partnership with our clients and providing flexible solutions valued by your employees, we assist you in creating a great place to work!

Wellness Campaign

Our firm is committed to keeping you and your employees informed. We can build and customize a wellness campaign specific to your employees’ needs. Through our online services, we can deliver you payroll stuffers, posters, ready-to-use employee newsletters, and educational brochures on health & wellness designed to help you drive consumerism in your workplace. We can also design wellness programs ranging from basic to comprehensive. Many programs require a minimal investment of time and money. More substantial programs often use more resources, but the many benefits to supporting and encouraging employee health and wellness outweigh the costs.
Legislative Briefs and Plan Design Concepts

Do you find it difficult to keep up with legislation affecting insurance, your industry, and your business? Do you need help recognizing and assessing all the trends that may have an impact on your business? Pickering Insurance Service’s Legislative Brief and Plan Design concepts help you understand the latest issues affecting employee benefits insurance, and help you to address those issues.

Employee Handbooks

We are committed to helping you offer collateral on all levels to your employees, including a complete employee handbook. Our dedicated staff of professionals can help you develop and implement the employee policies to promote a healthy culture for your entire workforce and maintain a positive work environment by offering solutions for your organization’s human resource challenges.

Benefit Statements

Benefit statements (Hidden paycheck) are a successful and cost-effective tool that can assist you in delivering the value of your employer-sponsored benefits to your employees. Your employees will have a greater appreciation and understanding of their benefits, which can lead to improved recruiting efforts and higher employee retention.

COBRA Assistance and Administration

Our Benefits Help Desk provides extensive assistance directly to your employees on your behalf. The center aids plan employees and their dependents in resolving issues that arise during the year on claims, coverage and other administrative issues to use their benefits effectively. The Benefits Help Desk is staffed by dedicated professionals who know your benefits and have facilitated access to insurance carriers to get the answers your employees need. We have Spanish speaking staff. We also assist you in providing throughout the year New hire packets, worksheets, etc.

Group Health – Medical, Dental, Vision

Pickering Insurance Services will help you find the perfect solution or your employees. From self-funded options to comprehensive coverage and more, we can deliver the group health policy that provides the most security and best benefits for your business, your staff and yourself.

401(k) & Profit Sharing Plans

Build a brighter future while providing a competitive employment advantage and boosting staff commitment. We help you navigate the options for providing attractive incentives to create a fitting program that can increase retention, reduce turnover and build a team environment.

Section 125 Flexible Benefit Plans

Offer more options to your employees while helping lower their taxes. Section 125 plans allow employees to use pre-taxed income to pay for coverage options, and PIckering Insurance Services can design, implement and administer your program for your peace of mind–and your employees’ benefit.

Group Life & Disability Insurance

With multiple plans, premiums, benefits and options available, selecting the best group life insurance coverage for your needs can be daunting challenge. Pickering has built more than two decades’ expertise in Voluntary and Payroll Deduction Life Insurance, among many other institutional insurance choices, including various Disability options.

Disability Income Insurance

Our experience has provided us with a wealth of knowledge when it comes to sick leave, short-term disability, long-term disability and other types of coverage. Look out for yourself or your staff with the right policy for your circumstances. Pickering can also help you protect your business with a Key Man policy, Business Overhead Expense coverage and more.

Health Savings Accounts – Group or Individual HSAs

Looking for the right tax-advantaged individual medical savings account? Collaborate with Pickering to find the perfect solution for your situation. As the nature of healthcare continues to change, you need a partner whose job it is to make sure you get the optimum benefit for the minimum cost.

Group Long-Term Disability Plans & Long-Term Care Plans

Secure the financial health of your business and provide for an uncertain future. With options ranging from group long-term coverage to custodial care, assisted-living care and more, you can depend on Pickering Insurance Services to guide you to the perfect policy.

Human Resource Solutions

Head off potential problems, hassles or worse by having a viable and proven Human Resource program in place. From a simple, always-available harassment hotline to multi-tiered corporate policies, we can aid you in providing a more open, confident and committed workplace.


Pickering’s experience in both business and educational elements of the insurance industry makes us an ideal destination for compliance and regulatory assistance. You can rely on our extensive knowledge to represent your interests with integrity and confidence.

Prepaid Legal (PPL / PPLS)

Protect yourself, your business and your employees against unforeseen litigious action at a fraction of the potential cost. Pickering can consult with you to help you decide whether you need minimal, general or specialized coverage, and find the right partner.


Let us create and administer your self-funded insurance plan, to everyone’s benefit. Pickering will help find the perfect amount of coverage, and represent your company and employee benefits with regulators. We’ll give you your policy, your way.


Check the background of your financial professional on FINRA’s BrokerCheck.
Advisory Services offered through Investment Advisors, a division of ProEquities, Inc., a Registered Investment Advisor. Securities offered through ProEquities, Inc., a Registered Broker/Dealer, and member FINRA and SIPC. Pickering Insurance is Independent of ProEquities, Inc.
Randy Pickering may only discuss and/or transact securities business with the residents of CA, IL,  MI, NV, OH, and VA.