Tax Strategist 1

Prime-Corporate-Services; Chicago (IL); On-site; USD 125,000 - 160,000; Full time

Benefits offered by this job

Competitive compensation

Health coverage

Generous PTO

401k with company match

Parental leave

Gym access

Job summary

PRIME Corporate Services in Chicago seeks an experienced Tax Strategist (CPA or Tax Attorney) to deliver proactive tax advisory services to entrepreneurs and business owners. You will meet with clients, analyze structures, and develop customized tax strategies that reduce liabilities.

Responsibilities include client education, webinar participation, cross‑functional collaboration, and ongoing support as tax laws evolve. Salary ranges from 125,000 to 160,000 USD DOE with comprehensive benefits.

Qualifications

• Bachelor’s degree in accounting, finance, or law required.
• CPA license or JD with tax focus required.
• 5+ years in tax planning, strategy or advisory services.
• Strong communication and client-facing skills.
• Experience advising entrepreneurs and small business owners preferred.

Responsibilities

• Provide proactive tax planning and strategy for entrepreneurs.
• Deliver high-impact tax advisory services to minimize liabilities.
• Translate complex tax concepts into actionable guidance for clients.
• Lead client consultations and education on tax strategies.
• Collaborate with product, sales, and fulfillment teams.
• Maintain long-term client relationships and adapt strategies to changes in tax laws.

Skills

Tax planning

Tax strategy

Client advisory

Communication

Entrepreneurial mindset

Education

Bachelor’s degree in Accounting, Finance, or Law

CPA or JD with tax focus

Tools

Google Suite

Calendaring tools

Job description

Description

125,000 - 160,000 DOE

We are seeking an experienced, licensed CPA or Tax Attorney with deep tax knowledge who is ready to move beyond the traditional public accounting or legal practice model. This is a client-facing role for a professional who thrives on working directly with entrepreneurs and business owners to help them keep more of what they earn.

Role:

The Tax Strategist is responsible for delivering high-impact tax advisory services that help entrepreneurs and business owners minimize tax liability and build long-term financial success. This role is centered around proactive strategy, direct client consultation, and translating complex tax concepts into actionable, real-world solutions.

This individual serves as a trusted advisor; guiding clients through strategic tax planning, identifying savings opportunities, and creating customized strategies tailored to each client’s unique financial and business landscape.

Responsibilities:

The Tax Strategist plays a key role in driving client financial outcomes by:

• Client Consultation & Tax Planning
  • Meet one-on-one with entrepreneurs and business owners to evaluate their tax position, identify opportunities for savings, and develop tailored tax strategies.
• Proactive Strategy Development
  • Analyze client business structures, income streams, and financial goals to design forward-looking tax strategies that generate measurable results.
• Client Education & Guidance
  • Clearly explain complex tax concepts and strategies, ensuring clients understand their options and feel confident in their financial decisions.
• Webinar Participation
  • Contribute to Company-hosted tax strategy webinars by answering client questions and providing expert guidance on tax planning techniques.
• Internal Collaboration
  • Partner with product, sales, and fulfillment teams to align tax strategies with Company services to enable a seamless client experience.
• Ongoing Client Support
  • Maintain long-term client relationships, adapting strategies as tax laws evolve and as client businesses grow and change.

Accountabilities:

• Client Impact & Results
  • Deliver clear, actionable tax strategies that result in measurable tax savings and improved financial outcomes for clients
• Strategic Accuracy & Compliance
  • Ensure all recommendations align with current tax laws and regulations while maximizing client benefit.
• Client Experience Ownership
  • Take full ownership of the client relationship, providing consistent, high-quality advisory support throughout the year.
• Collaboration & Alignment
  • Work effectively across departments to ensure strategy execution aligns with broader Company offerings and client needs.
• Continuous Improvement
  • Stay current on tax law changes, proactively refining strategies and approaches to deliver best-in-class advisory services.
• Organization & Execution
  • Maintain strong systems and processes to manage client interactions, strategies, and follow-ups efficiently and effectively.

Our Mission

We aim to serve, advise, and support entrepreneurs every day.

About Us

Remember when every step of launching your dream felt like a mountain? Debt loomed, the tax code was a cryptic puzzle, and building a rock–solid foundation seemed impossible. PRIME Corporate Services was forged from that very struggle - by entrepreneurs who knew there had to be a better way.

We are not just a faceless firm; we are a co-pilot for founders, operators, and business builders navigating the chaos of growth. We help cut through red tape, simplify complex systems, and help entrepreneurs structure their business for long-term financial freedom.

From entity structuring to tax strategy to business credit and funding, we don’t just protect businesses - we help to scale them. Our team partners directly with high-growth entrepreneurs and affiliate partners to drive measurable outcomes; more leads, more revenue, and stronger businesses.

We deliver expert guidance and exceptional service at every stage of the business journey.

Why you’ll love working here:

• Impact at scale: Your work will shape the experience of thousands of entrepreneurs working with PRIME.
• Autonomy + Accountability: You’ll be trusted to lead, experiment, and deliver results — no micromanagement, just momentum.
• Collaborative Culture: You’ll work alongside creative thinkers, engineers, and business leaders who care deeply about customer success and innovation.
• Modernization Mission: You’ll play a key role in bringing advanced tech, analytics, and discipline to a growing organization — setting the foundation for the next generation of PRIME’s digital ecosystem.

Benefits & Other Perks:

• Competitive Compensation - Salary + performance based bonus
• Comprehensive Health Coverage - Medical, dental, and vision
• Paid Time Off - Generous PTO, sick days, and paid holidays
• 401k with Company match (we match up to 4%)
• Parental Leave - Paid leave for new parents
• Impact-Driven Culture - Small team, big mission
• Gym Pass - Company sponsored access to local gyms

Requirements

Minimum Education Requirements:

• Bachelor’s degree in Accounting, Finance, Law, or a related field
• Active CPA license or Juris Doctor (JD) with a focus in tax law

Minimum Experience Requirements:

• Strong computer skills; proficiency Google Suite, and assorted calendar applications
• 5+ years of experience in tax planning, tax strategy, or advisory services
• Proven ability to interpret and apply complex tax laws in a client-facing environment
• Strong communication skills with the ability to translate technical tax concepts into clear, actionable guidance
• Experience working directly with entrepreneurs and small business owners (preferred)
• Demonstrated ability to think strategically and deliver proactive tax solutions
• Ability to thrive in a fast-paced, collaborative environment
• Entrepreneurial mindset with a client-first approach

Required Outside Training

• Continuing Professional Education to maintain licensure.

Physical Requirements:

The work environment characteristics and associated physical demands described here are representative of those that must be met by an employee to successfully perform the essential functions of this job. Reasonable accommodation may be made to enable individuals with disabilities to perform the essential functions of the job.

• Prolonged periods of sitting at a desk, working on a computer, and taking phone calls
• Must be able to lift 25 pounds periodically
• Must be able to access and navigate each department at the organization’s facilities
• Travel (less than 10% annually) may be required for sales support, training, and/or professional development