Prompt Details
Model
Chat - (gpt-5.5)
Token size
729
Example input
[BUSINESS_CONTEXT]: A two-founder software consultancy is moving from occasional projects to recurring client work and may hire three employees within twelve months. Educational preparation for adviser meetings only.
[ENTITY_OPTIONS]: The founders are considering an LLC, an S corporation election for an eligible company, or a C corporation. They have not verified eligibility, filing, or tax treatment.
[OWNER_AND_OPERATING_FACTS]: Both founders live in the United States, plan equal ownership, will work full time, expect uneven monthly cash flow, and may seek a small angel investment. No entity has been formed.
[DECISION_CRITERIA_AND_CONSTRAINTS]: Compare governance, ownership changes, payroll and accounting questions, funding compatibility, administration, and continuity. Do not calculate tax or recommend an option.
Example output
1. Decision Frame And Limits
The business objective is to prepare a two-founder software consultancy for adviser discussions before moving from occasional projects to recurring client work. The supplied entity options are an LLC, an S corporation election for an eligible company, and a C corporation. The supplied jurisdiction context is that both founders live in the United States, but no specific state, filing jurisdiction, tax posture, or eligibility analysis has been provided.
The company has not been formed. The founders plan equal ownership, full-time work by both founders, uneven monthly cash flow, possible hiring of three employees within twelve months, and possible small angel investment.
This framework can compare only the supplied business facts and decision criteria: governance, ownership changes, payroll and accounting questions, funding compatibility, administration, and continuity. It cannot calculate tax, determine eligibility, assess liability protection, confirm filing rules, rank options, recommend an entity, or decide whether to form, convert, dissolve, or relocate an entity.
2. Evidence Ledger
Category Evidence
Supplied facts Two-founder software consultancy; moving from occasional projects to recurring client work; both founders live in the United States; both plan full-time work; equal ownership is planned; cash flow is expected to be uneven monthly; may hire three employees within twelve months; may seek a small angel investment; no entity has been formed.
Entity options supplied LLC; S corporation election for an eligible company; C corporation.
Owner preferences Equal ownership; full-time participation by both founders; compare governance, ownership changes, payroll and accounting questions, funding compatibility, administration, and continuity.
Assumptions to verify Whether both founders intend equal economic rights and equal voting rights; whether both founders will be paid through payroll, draws, distributions, or another method; whether angel investment would require a particular equity instrument or governance structure.
Critical unknowns State of formation; state operating locations; founder citizenship or eligibility facts if relevant to the S corporation election; expected revenue; expected profit distribution policy; desired investor rights; employee roles; contractor use; intellectual property ownership; client contract requirements; insurance needs.
Fixed constraints No tax calculation; no recommendation; no entity has been formed; eligibility, filing, and tax treatment have not been verified.
3. Entity Option Comparison Map
Option Supplied characteristics Ownership questions Governance questions Operating questions Funding questions Exit or continuity questions Qualified reviewer
LLC Being considered; no entity formed; no eligibility, filing, or tax treatment verified. Can equal ownership be documented as intended? How would ownership changes be approved? What governing document would define voting, management authority, deadlock handling, and founder duties? How would recurring client work, uneven cash flow, payroll, accounting, and hiring be handled? Would a small angel investor accept this structure and documentation? What happens if one founder leaves, stops working full time, or wants to sell? Business attorney, tax adviser, CPA, financial adviser.
S corporation election for an eligible company Being considered only if eligibility is available; eligibility, filing, and tax treatment have not been verified. Are the founders and any future investor compatible with any eligibility requirements that must be verified? What governance documents and shareholder arrangements would be needed? What payroll and accounting obligations would need professional review? Would a small angel investment be compatible with the election and ownership plan? What happens if an ownership change affects eligibility or continuity? Business attorney, tax adviser, CPA, payroll specialist.
C corporation Being considered; no entity formed; no filing or tax treatment verified. How would equal ownership be issued and documented? What rights would future investors request? What board, officer, shareholder, and decision-right arrangements would be needed? What administrative, payroll, and accounting systems would be required for recurring client work and employees? Would a small angel investor prefer or require specific equity terms? How would founder exit, investor exit, transfer restrictions, and continuity be documented? Business attorney, tax adviser, CPA, financial/funding adviser.
4. Scenario Tests
Scenario Option Supported by supplied facts Unknown Dependency Evidence needed
Equal two-founder ownership LLC Equal ownership is planned. Whether equal ownership means equal economics, equal votes, or both. Operating agreement or equivalent ownership documentation. Founder term sheet, ownership schedule, decision-right preferences.
Equal two-founder ownership S corporation election for an eligible company Equal ownership is planned; eligibility has not been verified. Eligibility and ownership restrictions, if any. Professional eligibility and tax review. Founder eligibility facts, proposed ownership ledger, adviser memo.
Equal two-founder ownership C corporation Equal ownership is planned. Share class, voting rights, vesting, and transfer terms. Corporate formation and shareholder documentation. Capitalization plan, founder stock terms, adviser review.
Full-time work by both founders LLC Both founders plan to work full time. Compensation method and authority over work duties. Payroll/accounting review and governance documentation. Role descriptions, compensation policy, approval rules.
Full-time work by both founders S corporation election for an eligible company Both founders plan full-time work. Payroll and compensation treatment. Tax, payroll, and accounting review. Compensation plan, payroll provider questions, CPA review.
Full-time work by both founders C corporation Both founders plan full-time work. Employment status, officer roles, compensation approvals. Employment, payroll, and corporate governance review. Employment agreements, board approval process, payroll plan.
Uneven monthly cash flow LLC Uneven cash flow is expected. Distribution policy, reserves, owner payment timing. Accounting and cash management design. Cash-flow forecast, reserve policy, owner-payment policy.
Uneven monthly cash flow S corporation election for an eligible company Uneven cash flow is expected. Payroll timing and tax/accounting consequences. CPA and payroll review. Monthly cash-flow model, payroll plan, accounting method questions.
Uneven monthly cash flow C corporation Uneven cash flow is expected. Salary, dividends, reserves, and expense approval process. Financial controls and accounting review. Budget, compensation plan, expense policy.
Hiring three employees within twelve months LLC Hiring is possible within twelve months. Employer obligations and payroll setup. Employment and payroll review. Hiring plan, job descriptions, payroll provider checklist.
Hiring three employees within twelve months S corporation election for an eligible company Hiring is possible within twelve months. Payroll treatment for founders and employees. Payroll, employment, and accounting review. Staffing plan, payroll workflow, employment adviser questions.
Hiring three employees within twelve months C corporation Hiring is possible within twelve months. Employer administration, benefits, and approvals. Employment counsel and payroll setup. Hiring timeline, compensation budget, HR policy draft.
Small angel investment LLC Angel investment may be sought. Investor expectations, equity type, governance rights. Funding adviser and legal review. Investor term expectations, proposed amount, rights requested.
Small angel investment S corporation election for an eligible company Angel investment may be sought; eligibility unverified. Whether investor terms affect eligibility or tax treatment. Legal and tax eligibility review. Investor profile, proposed securities or ownership terms, tax review.
Small angel investment C corporation Angel investment may be sought. Investor rights, share terms, governance expectations. Securities, corporate, and funding review. Draft term sheet, investor requirements, cap table model.
Continuity if one founder leaves LLC Two founders plan equal ownership, but no continuity terms supplied. Buyout, voting, client ownership, and IP continuity. Governing document and exit planning. Founder exit scenarios, buy-sell terms, IP ownership records.
Continuity if one founder leaves S corporation election for an eligible company Two founders plan equal ownership, but no continuity terms supplied. Ownership transfer, eligibility impact, and compensation consequences. Legal and tax review. Transfer rules, exit agreement, eligibility review.
Continuity if one founder leaves C corporation Two founders plan equal ownership, but no continuity terms supplied. Vesting, transfer restrictions, board control, investor impact. Corporate legal and funding review. Founder stock agreement, shareholder agreement, continuity plan.
5. Assumption And Conflict Register
Item Type Why it matters Confirming facts Disconfirming facts
Equal ownership will also mean equal control Unsupported assumption Equal economics and equal voting may not be identical. Founders agree in writing that votes, economics, and management rights are equal. One founder wants tie-breaking control, special consent rights, or different economics.
Uneven monthly cash flow can support payroll and hiring Timing dependency Hiring and founder compensation require predictable payment systems. Cash-flow forecast supports payroll reserves and hiring plan. Forecast shows gaps that require financing, delayed hiring, or different payment timing.
Small angel investment will fit any option Unsupported assumption Investor expectations may affect governance and ownership structure. Investor confirms acceptable structure and rights. Investor requests terms incompatible with an option or unverified eligibility.
Both founders working full time means equal operational contribution Unsupported assumption Equal ownership may conflict with uneven workload or role value. Written role descriptions show balanced duties and agreed compensation. One founder contributes materially different hours, clients, IP, or capital.
Formation should happen before recurring client work scales Timing dependency Client contracts, hiring, and payroll may require a contracting party. Adviser confirms needed timing before contracts and hiring. Advisers identify no immediate timing requirement or recommend staged actions.
Governance simplicity vs investor readiness Control tradeoff A structure that is easy to administer may not satisfy future funding expectations. Investor and advisers accept simpler governance. Investor requests more formal governance, equity rights, or board control.
6. Evidence And Professional Review Plan
Question Why it matters to the comparison Evidence needed Owner Review priority Qualified professional
What state or jurisdictions are relevant to formation and operations? Entity comparison cannot verify filing, tax, or compliance consequences without jurisdiction facts. Founder residence, operating locations, client locations, proposed formation state. Founders High Business attorney, tax adviser.
What does equal ownership mean in economics, voting, management, and exit rights? Equal ownership may not answer control or continuity questions. Written founder term sheet. Founders High Business attorney.
Are the founders eligible for any option that requires eligibility review? The S corporation election is described as available only for an eligible company. Founder eligibility facts, proposed investors, ownership plan. Founders High Tax adviser, business attorney.
What payroll and owner-compensation model is expected? Full-time founder work and future employees require payroll/accounting review. Compensation plan, payroll timeline, cash-flow forecast. Founders with CPA High CPA, payroll specialist, tax adviser.
What angel investment terms are likely? Funding compatibility cannot be compared without investor expectations. Draft term sheet, investor profile, proposed amount, rights requested. Founders High Funding attorney, financial adviser.
What employee hiring plan is realistic within twelve months? Hiring affects administration, payroll, employment documentation, and cash planning. Hiring timeline, job descriptions, compensation budget. Founders Medium Employment attorney, payroll specialist, CPA.
Who owns existing software tools, templates, client relationships, and IP? Entity setup and investor review may require ownership clarity. IP inventory, assignment documents, client contract list. Founders Medium Business attorney, IP attorney.
What continuity plan applies if a founder leaves or becomes inactive? Equal ownership with no exit terms creates unresolved continuity questions. Buy-sell terms, vesting preferences, transfer rules. Founders High Business attorney, financial adviser.
What administration capacity do the founders have? Recurring client work and employees may require bookkeeping, payroll, records, and approvals. Admin workflow, bookkeeping tools, adviser roles. Founders Medium CPA, bookkeeper, payroll specialist.
7. Option Specific Adviser Questions
Legal adviser questions
What documents would each option require to define equal ownership, decision rights, management authority, deadlock handling, and founder exit?
How should founder contributions, client relationships, software tools, and intellectual property be documented?
What ownership-change restrictions should be considered for each option?
What continuity documents are needed if one founder leaves, becomes inactive, or wants to sell?
Tax adviser questions
What tax treatment must be verified for each option before formation?
What eligibility facts are required before considering an S corporation election?
How would founder compensation, distributions, or owner payments need to be reviewed?
What tax questions arise from uneven monthly cash flow and future employees?
Accounting adviser questions
What bookkeeping, payroll, expense approval, and cash reserve systems would each option require?
How should recurring client revenue and uneven monthly cash flow be tracked?
What records should be prepared before hiring employees?
What financial reports should founders review monthly?
Financial adviser questions
What cash reserve policy should be modeled before hiring three employees?
How should founder compensation and reinvestment be modeled without assuming tax outcomes?
What scenarios should be prepared for uneven revenue months?
What financing needs might arise before or after an angel investment?
Employment adviser questions
What employment documents, payroll setup, and hiring practices should be reviewed before hiring three employees?
How should founder roles be distinguished from employee roles, if needed?
What policies are needed before the first employee starts?
What contractor-versus-employee questions should be reviewed if contractors are used?
Regulatory adviser questions
Are there licensing, professional, data, privacy, or client-contract compliance issues for the software consultancy?
Do any client industries require special contracting, insurance, security, or compliance review?
What recordkeeping requirements should be verified for the chosen structure?
Funding adviser questions
Which entity documents would an angel investor expect to review?
What investor rights, information rights, voting rights, or equity terms might be requested?
Would any proposed investor terms create eligibility, governance, or ownership issues?
What securities-law review is needed before accepting angel investment?
8. Decision Meeting Brief
The comparison can currently address the founders’ stated decision criteria at a planning level: equal ownership, full-time founder work, uneven monthly cash flow, possible employee hiring, possible angel investment, governance, administration, payroll/accounting questions, and continuity. The comparison cannot determine tax treatment, eligibility, filing rules, legal consequences, investor suitability, or liability outcomes because those facts have not been verified.
The top five cross-option questions are:
What does equal ownership mean for voting, economics, management, and exit rights?
What jurisdiction facts are relevant to formation, operation, tax, payroll, and client contracting?
What facts are required to verify whether the S corporation election is available or compatible with the founders and any future investor?
What structure and documents would a small angel investor expect?
What payroll, accounting, and cash-reserve systems are needed before hiring employees?
Key dependencies include founder agreement on control terms, eligibility review, payroll and tax review, investor expectations, cash-flow modeling, employment planning, and continuity documentation.
Suggested adviser meeting agenda:
Confirm business facts and jurisdictions.
Review founder ownership, voting, compensation, and exit preferences.
Identify tax and eligibility questions for each option.
Review payroll, accounting, and hiring timeline.
Discuss angel-investment readiness and documentation.
Identify IP, client-contract, and continuity documentation.
Assign follow-up evidence requests and professional owners.
This is an educational entity-comparison framework, not legal, tax, accounting, investment, employment, regulatory, or financial advice. Qualified professionals must verify the facts, applicable rules, costs, and consequences before any decision.
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GPT-5.5
Compare user-supplied business entity options through a transparent, evidence-led scenario framework. This prompt separates known facts from assumptions, maps ownership, governance, operating, funding, and professional-review questions, and prepares a decision meeting brief. It does not calculate tax, interpret law, recommend an entity, or replace legal, accounting, tax, or financial advice.
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