Meet Our Founder
Principal Agent of SurePoint Financial and a Series 65 Investment Adviser Representative, serving Richmond-area individuals and families with insurance and financial guidance built around a single goal: your long-term security.
Credentials & Licensing
- Principal Agent, SurePoint FinancialLeads the agency’s insurance practice, working directly with Richmond-area clients on Medicare, life, and long-term care coverage.
- Series 65 Licensed Investment Adviser RepresentativeHolds the Series 65 license required to provide fee-based investment advice as an Investment Adviser Representative.
- Investment Services Offered Through Sequent PlanningProvides investment advisory services through Sequent Planning, a Registered Investment Adviser, separate and distinct from SurePoint Financial’s insurance offerings.
- Licensed Insurance ProfessionalLicensed to offer life, health, and Medicare-related insurance products from multiple carriers on an independent basis.
A Local Advisor, Not a Call Center
James E. Crooks Jr. founded SurePoint Financial to give Richmond-area clients something they weren't getting from national call centers and captive agents: a single, local point of contact who takes the time to understand their actual situation before recommending anything. As Principal Agent, James works directly with clients on Medicare plan selection, life insurance, long-term care planning, and Social Security strategy — comparing options across multiple carriers rather than representing just one company's products.
James is also a Series 65 licensed Investment Adviser Representative, offering investment advisory services through Sequent Planning, a Registered Investment Adviser. That license allows him to provide fee-based investment advice and financial planning guidance in addition to insurance products — so a client's retirement income strategy, their Medicare decision, and their investment portfolio can be discussed as parts of one plan instead of three disconnected conversations with three different people.
James Crooks Jr. has served individuals and families in the financial services industry throughout Central Virginia. He holds a Bachelor's Degree in Finance from Virginia Commonwealth University and is committed to acting in the best interest of every client he works with.
Outside of client meetings, James is focused on being a resource for the Richmond, Henrico, and Chesterfield County community — publishing plain-language guides on Medicare, Social Security, and retirement planning (see ourResources page) so that even people who aren't ready to become clients yet can find clear, honest answers.
Protect. Plan. Prosper.
Every client relationship follows the same three-part approach. First, we help you protect what you've already built — your health coverage, your income, and your family — against the risks that could undo years of hard work. Second, we help you plan deliberately for what's ahead: Medicare, Social Security, retirement income, and long-term care, instead of reacting to deadlines at the last minute. Third, we help position you to prosper — making the most of your resources through coordinated insurance and investment guidance, so your money and your coverage are working toward the same goals.
Built for Richmond-Area Individuals and Families
- Individuals turning 65 and enrolling in Medicare for the first time
- Retirees and pre-retirees building a plan to turn savings into income
- Families evaluating life insurance to protect income and pay off debt
- Adults planning ahead for the cost of long-term or extended care
- Married couples coordinating Social Security claiming strategies
- Anyone who wants their insurance and investment decisions working from the same plan, not separate guesswork