Encore Career Guide: How to Build a Second Career in Retirement That Pays and Fulfills
Updated
An encore career is not about needing to work — it is about choosing to work in a way that provides meaning, social connection, and income while you are still active enough to do it well. Many retirees find their encore career more fulfilling than their primary career ever was.
What Makes an Encore Career Different From a Retirement Job
Dimension
Retirement Job
Encore Career
Primary motivation
Income; structure
Meaning, purpose, contribution
Relationship to prior career
Often unrelated
Often builds on prior experience
Expected duration
Short-term; flexible
Potentially 5-15 years
Income level
Part-time/modest
Can be significant; part or full-time
Career development
Minimal
Active growth in new direction
Social mission
Optional
Often central
Top Encore Career Fields
Education and Knowledge Transfer
Role
Typical Earnings
Transition Path
Community college instructor
$35,000-$65,000
Often no additional degree needed; expertise valued
K-12 teacher (career changer)
$40,000-$65,000
State alternative certification; typically 1 year
Corporate trainer / L&D
$50,000-$90,000
Leverage industry expertise as trainer
School administrator
$60,000-$90,000
Typically requires education credentials
Online course creator
$10,000-$80,000+
Self-paced; passive income potential
Private tutoring / test prep
$20,000-$50,000
Flexible; self-directed
Healthcare and Helping Professions
Role
Typical Earnings
Notes
Health coach / wellness coach
$30,000-$75,000
Certification available; growing demand
Mental health counselor (if licensed)
$45,000-$80,000
May need graduate degree; often second-career option
Patient advocate / care coordinator
$35,000-$65,000
Healthcare background valuable; growing field
Gerontology / elder care
$35,000-$70,000
Resonant for people who have cared for aging parents
Physical therapy aide
$28,000-$40,000
Lower pay; meaningful work; active
Medical social work
$45,000-$65,000
Requires MSW; often considered worth the credential
Nonprofit and Social Impact
Role
Typical Earnings
Where to Look
Nonprofit executive director
$55,000-$90,000
Smaller nonprofits often seek experienced executives
Define values, skills, interests; informational interviews; research fields
Exploration
3-6 months
Volunteer, shadow, take a bridge course; test the new direction
Education/Certification
0-18 months
Depends on field — some need nothing; others need certification or degree
Launch
3-6 months
First paid engagement; build experience; refine pitch
Establish
6-18 months
Build reputation in new field; regular clients/employer/role
Financial Planning for the Encore Career Transition Gap
For most retirees, the encore career pays less than the primary career. The question is: how much do you need it to pay?
Calculate your encore income need:
Item
Monthly Amount
Total monthly expenses
$6,500
Social Security income
−$2,400
Pension income
−$0
Portfolio withdrawal (target: max 4%)
−$2,500
Encore career income needed
$1,600/month ($19,200/year)
Most encore careers — even modest ones — can achieve $19,200-$40,000/year, making the math work even for fairly expensive retirement lifestyles.
Resources for Encore Career Discovery
Resource
What It Offers
Encore.org
Community and career resources specifically for encore transitions
AARP Foundation Work for Yourself@50+
Training and resources for self-employment
SCORE
Free mentoring; good for small business encore ideas
LinkedIn Learning
Low-cost skill development for career pivots
Community Colleges’ Workforce Development
Often have encore career programs specifically for 50+
State Employment Development Departments
Job search resources; some have senior-focused programs
Encore Career vs. Part-Time Retirement Job
Factor
Part-Time Job
Encore Career
Planning required
Minimal
Significant (6-18 months)
Upside income potential
Limited
Moderate to high
Fulfillment
Functional
Central goal
Social connection
Some
Often high
Portfolio impact
Reduces draw
Reduces draw significantly
Duration
Short or open
Often 5-15 years
For retirees who retired in their early 60s, an encore career often makes more financial and emotional sense than a series of short-term part-time jobs.