Tax Manager

Tax Manager | Chicago, IL (West Loop) | $150K-$200K Base + Bonus | 4 Days Onsite, Fridays From Home

Send resume to Michael@SherwoodSP.com

Most Tax Managers in Chicago are stuck choosing between a top-tier paycheck and having a life outside of April. This role doesn’t make you choose.

About the Firm

For more than 80 years, this Chicago CPA firm has built its reputation on one simple idea: do whatever it takes for the client. At roughly 35 people, it’s small enough that you’ll know every partner personally, and sophisticated enough to handle work you’d usually only see at a much larger firm. That includes complex multi-entity planning, foreign tax matters, and clients with hundreds of millions in revenue.

Every client is served by a dedicated team: one senior partner, one manager, and one staff member. As the Manager, you are the center of that relationship. You work directly with the partner, own the client experience, and actually get to see the impact of your advice.

Who You’ll Serve

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• Closely held businesses of every size, from small service companies to $100M+ manufacturers and distributors, with a strong base of construction clients
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• High net worth individuals and families, including partner-level professionals whose returns carry dozens of K-1s
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• Trusts, estates, charitable trusts, and private foundations
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• Investment partnerships and funds of funds
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• Entrepreneurs, business owners, and retirees planning their next chapter
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What You’ll Do

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• Review individual, partnership, S corp, C corp, trust, estate, gift, and foundation returns
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• Lead year-round tax planning: projections, entity selection, succession planning, estate and gift strategy, and charitable planning
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• Be the go-to advisor for business owners and their families, not just the person who files their returns
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• Mentor and develop Seniors and Staff on your client teams
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• Handle IRS and state notices and representation
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• Stay ahead of legislative changes and bring real planning ideas to clients before they ask
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What You Bring

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• CPA required
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• 5+ years of public accounting tax experience, including meaningful review responsibility
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• Strong background with closely held businesses and high net worth individuals
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• Construction industry experience is a big plus
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• You enjoy client conversations and like being the person people call first
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Why This Role Stands Out

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• $150K-$200K base salary plus bonuses
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• 4 days in the office, every Friday from home
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• Reasonable hours, even during busy season. This firm means it.
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• 401(k) match, great benefits, paid vacation, personal days, and additional incentives
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• Direct, daily access to partners with a real voice in how clients are served
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• Sophisticated work without the big firm bureaucracy
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• Advancement driven by your performance and motivation, not a seniority clock
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• Office steps from Union Station and Ogilvie, so the commute is easy
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If you’re ready for a role where the work is interesting, the clients know your name, and you still get your evenings back, let’s talk.