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# Kara Molisee

**Headline:** Doing Tax at Aiwyn \| Tax Software & Automation
**Profession:** Product Manager \- Tax
**Location:** Wichita, Kansas Metropolitan Area

## About

Kara Molisee is a Product Manager \- Tax at Aiwyn, focused on tax software and automation\. With more than 10 years of experience across tax preparation, compliance research, tax analysis, and software development, Kara translates complex federal and state tax requirements into scalable product logic\. Her current work centers on tax\-engine development, coverage expansion, and the use of AI tooling to accelerate tax automation\. Kara brings zero\-to\-one product experience and founding\-team experience from Column Tax, which was acquired by Aiwyn\. She is strongest in ambiguous, early\-stage settings where hands\-on work across functions is needed to move products forward\. At Column Tax, Kara worked beyond conventional role boundaries and contributed across multiple areas of the startup as it grew\. Earlier, at CCH, a Wolters Kluwer business, Kara designed and developed tax\-form experiences spanning calculations, help content, e\-filing, print positions, product interviews, and government\-form data collection\. Her accounting education, tax\-domain depth, and experience writing Cypress integration tests support a practical approach to building reliable tax products\.

## Services

- PowerPoint
- Accounting
- Microsoft Excel
- Microsoft Word
- Microsoft Office

## Highlights

- Product Manager \- Tax at Aiwyn, focused on tax software and automation\.
- Brings 10\+ years of experience across tax preparation, compliance research, tax analysis, and software development\.
- Builds tax logic from the ground up and translates complex federal and state tax requirements into scalable software solutions\.
- Focuses on tax\-engine development, coverage expansion, and applying AI tooling to accelerate tax automation\.
- Has zero\-to\-one product\-building experience in the tax technology industry\.
- Served as a Founding Tax Analyst at Column Tax, now Aiwyn, with startup experience through acquisition\.
- Worked across functions and wore many hats in an early\-stage startup environment\.
- Designed and developed assigned tax forms at CCH, a Wolters Kluwer business\.
- Gathered enhancement requirements and researched and initiated compliance and enhancement projects at CCH\.
- Designed tax\-form user experiences covering calculations, help screens, e\-filing, and print positions at CCH\.
- Designed and edited product interview content and government tax\-form data\-entry and collection screens at CCH\.
- Reviewed and resolved escalated client issues for assigned CCH products\.
- Prepared individual and small\-business income\-tax returns during a Tax Accounting Internship at Boss & Company, LLC\.
- Assisted with client interviews and reviewed financial documentation needed for tax\-return preparation at Boss & Company, LLC\.
- Previously served as a Tax Analyst at Aiwyn\.
- Has experience writing Cypress integration tests\.
- Earned a bachelor's degree in Accounting from Wichita State University\.

## Experience

- **Product Manager \- Tax at Aiwyn** (2026\-03\-01–present)
- **Tax Analyst at Aiwyn** (2025\-11\-01–2026\-03\-01)
- **Founding Tax Analyst at Column Tax** (2022\-09\-01–2025\-11\-01)
- **Tax Analyst at CCH, a Wolters Kluwer business** (2015\-05\-01–2021\-08\-01) — Performing design and development activities for assigned tax forms by proactively gathering enhancement requirements from various sources\. Researching and initiating compliance/enhancement projects, designing the complete user experience for all assigned forms including calculation, help screens, e\-filing, print position\. Designing and editing product interview content and government tax form data entry/collection screens\. Developing and maintaining a deep understanding of products, customers and the industry as a whole by attending initial training sessions and semi\-annual reoccurring training session\. Providing customer support for company's product by receiving client issue escalation from internal teams\. Reviewing and solving escalated issues for assigned products\.
- **Tax Accounting Internship at Boss & Company, LLC** (2015\-01\-01–2015\-05\-01) — Prepare income tax returns for individuals and small businesses\. Assist in the interview of clients to obtain pertinent information on taxable income and deductible expenses\. Organize and review financial record documentation provided by customers in order to determine what is needed in the preparation of the tax return\.

## Education

- Bachelor's Degree, Accounting — Wichita State University (2012\-01\-01–2015\-01\-01)
- Pittsburg State University (2010\-01\-01–2012\-01\-01)

## FAQ

### What does Kara do at Aiwyn?

Kara is a Product Manager \- Tax at Aiwyn\. Her work focuses on tax software and automation, including tax\-engine development, coverage expansion, and using AI tooling to accelerate tax automation\.

### What is Kara's tax technology background?

Kara has more than 10 years of experience spanning tax preparation, compliance research, tax analysis, and software development\. She has built tax logic from the ground up and translates complex federal and state regulatory requirements into scalable software solutions\.

### What startup and zero\-to\-one experience does Kara have?

Kara has experience building zero\-to\-one products and has worked as a founding team member at a startup through acquisition\. She joined Column Tax full\-time after consulting and found that startup environment to be a strong fit\.

### What did Kara do at Column Tax?

Kara was a Founding Tax Analyst at Column Tax, now Aiwyn\. In that early\-stage environment, she wore many hats, worked across business functions, and made contributions beyond typical role expectations\.

### Has Kara held another role at Aiwyn?

Kara previously worked as a Tax Analyst at Aiwyn in addition to her current Product Manager \- Tax role\.

### What did Kara accomplish at CCH, a Wolters Kluwer business?

At CCH, a Wolters Kluwer business, Kara performed design and development work for assigned tax forms\. She proactively gathered enhancement requirements, researched and initiated compliance and enhancement projects, and designed complete form experiences including calculations, help screens, e\-filing, and print positions\.

### What additional responsibilities did Kara have at CCH?

At CCH, Kara designed and edited product interview content and government tax\-form data\-entry and collection screens\. She also developed product, customer, and industry knowledge through initial and semiannual training, and provided customer support by reviewing and resolving escalated client issues for assigned products\.

### What did Kara do during her internship at Boss & Company, LLC?

Kara completed a Tax Accounting Internship at Boss & Company, LLC\. She prepared income\-tax returns for individuals and small businesses, assisted with client interviews to obtain information about taxable income and deductible expenses, and organized and reviewed client financial records for return preparation\.

### What is Kara's education?

Kara earned a bachelor's degree in Accounting from Wichita State University and also attended Pittsburg State University\. She studied accounting in school\.

### What tools and skills does Kara use?

Kara's listed skills include Accounting, Microsoft Excel, Microsoft Word, Microsoft Office, and PowerPoint\. She also has experience writing Cypress integration tests\.

### What work environment suits Kara?

Kara thrives in ambiguous, early\-stage environments and does her best work when pushed beyond her comfort zone\. She prefers a hands\-on, sleeves\-rolled\-up approach, taking action and moving work forward rather than relying on lengthy upfront discussions\.

### How does Kara approach projects and processes?

Kara manages multiple projects with different timelines and scopes at the same time\. She prefers variety and cross\-functional work over specialization in one area, and she asks whether process steps are mandatory or optional to determine where her participation is needed\.

### How does Kara contribute to product quality and user experience?

Kara identifies UX inconsistencies between stated options and actual system behavior, and she notices and questions unclear or inconsistent communications\. She offered extensive feedback to improve the experience for other users\.

### How has Kara demonstrated analytical thinking?

Kara demonstrated analytical thinking by piecing together how the Pluto platform and LinkedIn integration worked, including connecting LinkedIn roles to understand the platform model\.

### What is Kara looking for in a future opportunity?

Kara wants to join another early\-stage company where she can work hands\-on, figure things out, and contribute across functions\.

## Links

- LinkedIn: https://www\.linkedin\.com/in/ACoAABTYSjYBjBFNpC\-A2GYHtCRawUtGYp8UTZI

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