Retirement Playbook
As part of our Retirement Bootcamp program, we’ve also created a Retirement Playbook — a practical guide designed to help you develop a personalized plan as you prepare for retirement. It includes key information, resources, and reflection prompts to support you every step of the way.
You can explore the Playbook by downloading the PDF on the right. Click on the picture.
Retirement Bootcamp is a program developed by Pitkin County to support employees in confidently preparing for retirement. As part of this initiative, we offer workshops covering a wide range of retirement-related topics.
Join us for the next round of Retirement Bootcamp sessions.
Recordings of previous sessions are also available below.
Second Series
Thriving Through Menopause - June 24th, 2025
Understanding menopause and its impact on long-term health and wellbeing.
Navigating Medicare with Confidence - July 22nd 2025
A practical overview of Medicare enrollment, coverage options, and avoiding common mistakes.
Insurance as a Retirement Tool - August 13th 2025
How life, long-term care, and supplemental insurance can support financial stability after employment.
Withdrawal Strategies in Retirement - September 23rd 2025
Sustainable income planning, withdrawal methods, and tax-smart approaches to drawing down savings.
Whole-Person Wellness in Retirement - October 3rd 2025
Topics may include physical fitness, nutrition, mental health, and social wellbeing.
Social Security: What You Need to Know
Overview of eligibility, claiming strategies, and how Social Security fits into retirement income planning.
Technology & AI in Retirement
Exploring how emerging tools and technologies can enhance learning, wellness, and day-to-day life.
Legal Readiness: Planning Ahead - November 18th 2025
Understanding key documents like wills, powers of attorney, estate plans, and healthcare proxies.
Long-Term Care Planning
Guidance on care options, facility choices, and preparing financially for future needs.
Redefining Identity After Retirement
Exploring new purpose through volunteering, second careers, relationships, and community engagement.
Phased Retirement
Flexible work options and gradual transitions to retirement for employees seeking a softer landing.
First Series
Medicare - August 29th, 2023
Retirement Financial Readiness - October 24th and 25th, 2023
Social Security Windfall Provision - November 16th, 2023
Financial Solutions for Retirement - February 19th, 2024
Strategic Legal Solutions for a Secure Retirement - March 13th, 2024
Exercising and Nutrition for Retirees - May 22nd, 2024
Mental Health and Social Well-being - June 26th, 2024
Flexible Work Options for Retiring Employees - July 24th, 2024
Local Resources for Retirees - September 11th, 2024
Annuities in Retirement - October 3rd, 2024
Send your suggestions and/or comments for the following sessions to hr@pitkincounty.com
📅 Date: July 22nd
🕒 Time: noon to 1:30 pm
👩🏻 Presenters: Jonnah Glassman and Patty Kravitz
🏢 Location: Dunaway Conference Room. Pitkin County Library
Recorded meeting: here
Slides Deck:
Attend a FREE workshop from Social Security
Learn what you can do with a my Social Security account. Sign in to or create your my Social Security account at www.socialsecurity.gov/myaccount and print out your Social Security Statement before attending the workshop.
This webinar will answer:
When are you eligible to receive retirement benefits?
How does early retirement affect your benefits?
Do you qualify for disability, survivors, or spouse's benefits?
How do you get the most from your benefits?
Will your pension based on non-covered earnings* affect any potential Social Security benefits?
What is the future of Social Security?
When should you file for Medicare?
Find below our presenter information
Simon K A Dogbe
Financial Advisor|CLTC®, RICP®, CFP®
970-925-1844
215 S. Monarch St Unit 201, Aspen, CO 81611
https://www.northwesternmutual.com/financial/advisor/simon-dogbe/
Slides Presentation
Presentation Slides
Presentation Slides