Online Retirement Preparation Course

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Online Retirement Preparation Course

Inspired by a conversation on:

The Long View

The Long View

Larry Jacobson: ‘The Good Things in Our Life Are What Get in the Way of Great Things’

Host: Christine Benz and Amy Arnott

Timestamp: 08:58 - 09:23

Listen to Episode • View Podcast • All Ideas from The Long View

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Direct Quote

"I took a year... and then I came up with this course, Sail into Retirement, which is an online interactive video course."

Market Gap

Many retirees lack direction and purpose post-retirement.

Many individuals approaching retirement often feel lost and unprepared for the transition. They have focused primarily on the financial aspects, neglecting the non-financial, such as purpose and identity. The rapid increase in retirements, particularly among the baby boomer generation, highlights the urgency of this issue. Current solutions often lack a comprehensive approach to help individuals navigate their new phase of life effectively. Without a structured plan, many retirees may feel unfulfilled and struggle with their identity, leading to dissatisfaction and a lack of engagement in their new lifestyle.

Summary

The idea is to create an online course similar to Larry Jacobson's 'Sail into Retirement,' which provides interactive video content focused on preparing individuals for the non-financial aspects of retirement. This course would guide users through exercises and strategies to help them identify their passions, set goals, and develop a fulfilling retirement plan. By leveraging technology, it can reach a broad audience, particularly targeting the 10,000 baby boomers retiring daily. The course could include community features, allowing participants to share experiences and support each other in their transitions.

Categorization

Business Model
Content
Target Founder
Subject Matter Expert
Difficulty
Medium
Time to Revenue
3-6 months
Initial Investment
$1,000-$10,000

Potential MRR (18-24 months)

Conservative
$4,000 - $10,000 MRR
Moderate (Most Likely)
$10,000 - $25,000 MRR
Optimistic
$25,000 - $50,000 MRR

* Estimates assume solo founder/bootstrap scenario with competent execution

Scores

Clarity
8/10
Novelty
7/10
Feasibility
6/10
Market Potential
8/10
Evidence
7/10
Overall
7.2/10
Found on September 16, 2025 • Analyzed on September 16, 2025 6:29 PM

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