Retirement Planning for Entrepreneurs: Build Your Freedom Fund

Chosen theme: Retirement Planning for Entrepreneurs. Welcome, founders and builders. This home base helps you design a purposeful exit, protect wealth, and turn hard-won equity into lasting freedom. Share your goals and subscribe for weekly founder-focused retirement strategies and checklists.

Design Your Post-Exit Vision

Sketch ordinary Tuesdays, not just dream vacations. Define housing, health coverage, community, learning, and impact milestones. Share your three most important lifestyle priorities in the comments, and we will craft future guides around real founder needs.

Design Your Post-Exit Vision

Map a window, not a single date. Rate financial readiness, business transferability, and personal energy each quarter. If your lowest score lags, allocate weekly focus there. Tell us your timeline to receive a tailored checklist in upcoming posts.

Design Your Post-Exit Vision

Money funds options, purpose sustains momentum. Identify causes, crafts, or communities you want to grow. Consider a sabbatical experiment month to test rhythms. A client, Arun, restored vintage bikes weekly and found his energy returned faster than any vacation. Share one purpose idea today to inspire other entrepreneurs planning their next chapter.

Pay Yourself First, Even With Irregular Founder Income

Compare Solo 401k, SEP IRA, and SIMPLE IRA based on employee count, contribution ceilings, and administrative effort. Automate transfers on revenue thresholds, not fixed dates. Comment with your setup, and we will publish scenario walkthroughs to maximize contributions.

Pay Yourself First, Even With Irregular Founder Income

Establish a base salary tied to trailing three-month revenue, plus quarterly profit share for upside. Use a business emergency buffer and line of credit for volatility, not your retirement accounts. Share one tactic that stabilized your founder paycheck.

Make Your Company Transferable and Valuable

Document processes, cross-train critical roles, and codify sales relationships in a shared CRM. Weekly, ask: could a competent stranger run this for thirty days? Share one SOP you created this month to inspire fellow owner-operators preparing for retirement.

Make Your Company Transferable and Valuable

Track clean financials, customer cohorts, churn, and lifetime value. Package a data room and a founder letter explaining growth levers and risks. When Maya sold her eight-person agency, clear MRR cohorts supported a stronger multiple. Comment with your industry, and we will outline typical valuation drivers and pitfalls for founders like you.

Taxes: Keep More, Legally and Ethically

Entity Design With Retirement In Mind

Evaluate S corporation salary versus distributions, partnership allocations, or C corporation considerations with professional guidance. Align payroll to support Solo 401k deferrals and employer contributions. Share your entity type, and we will surface founder case studies readers can learn from.

Harvesting Losses and Managing Gains

Coordinate capital gains from a business sale with losses in your portfolio. Mind wash-sale rules and holding periods. Ask questions below, and we will prepare a plain-English guide for entrepreneurs juggling liquidity events and tax-efficient investing.

Roth Opportunities For Founders

Consider backdoor Roth contributions and mega backdoor options when eligible. Pay the tax to buy flexibility later. Share your retirement account mix, and we will compile a founder FAQ on contribution limits, deadlines, and tactical timing around cash flow.

Test one quarter shadowing, one delegating, one coaching, and one advisory. Measure customer churn, employee engagement, and founder stress. Share your experiment plan, and we will feature learned lessons to help entrepreneurs refine their retirement runway.

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