Jessica Dragan
Business, accountability and burnout coach in Wisconsin
| Hourly rate range | $150 to $250 an hour |
|---|---|
| Focus areas | |
| Works with | Founders and business owners and Veterans |
| Also coaches | Life coach and Health coach |
| Based in | Wisconsin, United States |
| Credentials | EPIC 2020 |
Jessica Dragan is a business, accountability and burnout coach in Wisconsin. She helps owners plan how to exit their business with the value they want. She started her first business in Los Angeles in 2004 and later grew a company to 31 staff with branches in three states. She also spent 4 years in US Army transportation management and ran a mobile massage service business for over 18 years.
What Jessica helps with
Jessica works with business owners on building value and planning a strong exit. She also coaches on accountability and burnout.
- Exiting a business with the value you want
- Creative approaches to exit planning
- Growing a business from one person to a team
- Running a business through a crisis
- Improving staffing and customer experience
- Investment and retirement planning for owners
- Burnout and accountability
Who Jessica works with
Jessica works with business owners, investors and managers. Her listed areas include real estate, entertainment, sports, country clubs and financial planning. She also lists veterans as a group she serves.
Background and qualifications
Jessica entered business in 2004 when she became a sole proprietor in Los Angeles. She handled everything herself, from logos and SEO marketing to customer service and financing. She moved the business to Milwaukee five years later and hired her first employee in 2017. By 2019 she had 31 staff and branches in Illinois, Washington and Maryland. After the pandemic hit her business, she managed a mini-golf center for 2 seasons. It won a Best of Milwaukee award. She also worked 4 years in transportation management for the US Army.
Jessica Dragan pricing
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The CoachVouch take
She has built a business from a solo start to 31 staff, then turned around a mini-golf center that won a Best of Milwaukee award.
Best for business owners who want to exit with strong value and plan their retirement.
Common questions
How much does Jessica Dragan charge?
Coaching with Jessica runs $150 to $250 an hour. Message Jessica from this page for an exact quote.
What does Jessica Dragan help with?
Jessica Dragan helps with exiting a business with the value you want, creative approaches to exit planning, growing a business from one person to a team and running a business through a crisis.
Is Jessica Dragan certified?
Jessica Dragan lists: EPIC 2020.
How do I contact Jessica Dragan?
Send Jessica a message from this page. It's free and takes a minute.
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Last updated September 2026. Request a correction.