Commercial Leadership for Medical Device & Diagnostics Companies
About Flagstick Advisors
Flagstick Advisors provides experienced commercial leadership to medical device, diagnostic, and wound care companies operating in reimbursement-driven markets.
We work with organizations that need execution, not theory.
Our work spans go-to-market strategy, sales organization buildout, pricing and reimbursement alignment, and national commercialization across wound care, diagnostic imaging, SaaS platforms, and capital equipment. We support companies from pre-launch through national scale, enterprise adoption, and exit readiness.
Flagstick Advisors has built and led national sales organizations exceeding 100 independent representatives, designed hybrid capital and SaaS revenue models, secured enterprise health system, GPO, and federal contracts, and supported commercialization in some of the most complex reimbursement environments in healthcare.
This is operator-level support grounded in decades of real execution. We focus on building revenue responsibly, protecting long-term enterprise value, and creating organizations that scale.
Jack Schlechtweg
Founder and Principal
Flagstick Advisors
Jack Schlechtweg is commercial executive with more than 20 years of experience building, scaling, and leading revenue-generating organizations in wound care, diagnostic imaging, and advanced medical devices.
He has held senior leadership roles across venture-backed, private equity-backed, and publicly traded healthcare companies and is recognized across the wound care ecosystem for launching first-of-their-kind technologies and building national commercial platforms in reimbursement-driven markets.
Jack has personally led or overseen:
$24M divestiture transaction
creating significant shareholder value
900+ clinical sites
Product placement in 900+ clinical sites across IDNs, HOPDs, and enterprise wound care programs
1099 sales organizations
Buildout and leadership of national 1099 sales organizations exceeding 130 representatives
- National commercialization of multiple wound care and diagnostic platforms
- Revenue growth from early commercialization to more than $16M annually in public-company environments
- Placement of capital devices across hospital systems, wound centers, and mobile care models
- Buildout and leadership of national 1099 sales organizations exceeding 130 representatives
- Product placement in 900+ clinical sites across IDNs, HOPDs, and enterprise wound care programs
- A $24M divestiture transaction creating significant shareholder value
- Enterprise, GPO, and federal contracting initiatives
- Hybrid capital equipment and SaaS monetization models
- Pricing and reimbursement strategies aligned with CMS policy and real-world clinical adoption
Jack is known for translating field intelligence into scalable commercial strategy, building disciplined sales infrastructure, and aligning clinical adoption with sustainable revenue generation. His network spans hospital executives, wound care physicians, podiatrists, mobile wound care providers, distributors, KOLs, GPO leaders, and investors nationwide.
Ready to Accelerate Your Commercial Strategy?
Let’s discuss how Flagstick Advisors can support your growth.