Senior Associate Attorney

About the Firm

We are a well-established law firm licensed in Illinois and Wisconsin, offering personalized legal services in real estate, estate planning and probate, corporate, and personal injury matters. Our firm is built on a culture of integrity, client-centered service, and professional excellence. We are supported by a team of four experienced full-time paralegals and are entering an exciting phase of growth.

The Opportunity

This is a rare opportunity to join a thriving small firm with an established client base, immediate substantive responsibility, and genuine mentorship from a senior attorney with 29+ years of experience. The right candidate will have room to grow, a defined path toward greater autonomy, and the opportunity to become a long-term partner in the firm’s future.

Responsibilities

• Handle real estate transactions from contract to closing
• Draft and review estate planning documents including wills, revocable living trusts, and presentations at estate planning seminars
• Manage probate and trust administration matters from opening through final distribution
• Support personal injury files during an initial onboarding period, with increasing PI file responsibility as competence and judgment are demonstrated over time
• Communicate directly with clients, opposing counsel, title companies, lenders, and courts
• Maintain accurate and timely case notes, billing records, and file documentation
• Work collaboratively with paralegal staff and delegate appropriate tasks
• Attend closings, court hearings, depositions, and client meetings as required

Qualifications

• J.D. from an ABA-accredited law school
• Active license to practice law in Illinois (Wisconsin license preferred or willingness to obtain)
• Experience preferred; new admittees with strong academic background and clerkship/internship experience will be considered
• Experience in real estate, estate planning, or litigation preferred
• Strong written and verbal communication skills with attention to detail
• Ability to manage multiple matters simultaneously with attention to deadlines
• High degree of professionalism, client empathy, and ethical judgment
• Proficiency with Microsoft Office, experience with Smokeball and AI systems is a plus

What We Offer

• Competitive base salary commensurate with experience
• Performance-based bonus opportunity
• Paid time off and paid holidays
• SIMPLE IRA plan and matching
• Professional development support including CLE and State Bar reimbursement
• Mentorship from a senior attorney with 29+ years across multiple practice areas
• Collaborative, professional work environment with an experienced paralegal team
• Opportunity for long-term growth and increased firm responsibility

To Apply

Please submit the following to donjr@stinespring.com:

1. Cover letter explaining your interest in this role and salary expectations

2. Current resume

3. Writing sample (5–10 pages preferred; legal memorandum, brief, or client letter)

4. Law school transcript (unofficial acceptable for initial application)

Pay: $100,000.00 per year

Work Location: In person