JOSH RAIMONDI
Concord,CA
Summary
Dynamic and results-driven sales leader with over 20 years of progressive experience in enterprise sales, business development, operations, and team leadership within the healthcare and technology sectors. Expertise in consultative selling, SaaS solutions, and strategic negotiations with C-level executives. Proven record of revenue growth, cost optimization, and building long-term partnerships with post-acute providers, major health systems, GPOs, and national accounts. Exceptional coach and mentor, skilled at transforming sales teams, and aligning strategy with execution for measurable success.
Overview
22
22
years of professional experience
1
1
Certification
Work History
Founder & CEO
Trustree Consulting LLC
Walnut Creek, CA
04.2021 - Current
- Founded a strategic consultancy helping healthcare organizations optimize financial, clinical, and operational performance.
- Delivered a 10–20% cost reduction through SaaS and EMR buying guidance.
- Partnered with benefit advisors to reduce turnover and improve staff satisfaction.
- Renegotiated contracts to maximize operational savings for clients.
- Consulted for investment firms (Bain Capital), healthcare companies, and legal entities on healthcare market shifts and tech adoption.
Director of Growth
WellBeam, Inc
Palo Alto, CA
05.2022 - 11.2025
- Operational and sales oversight of all post-acute care solutions.
- Developed all sales strategies, selling tools, and assisted in new marketing collateral.
- Implemented HubSpot CRM for sales tracking optimization.
- New sales for the post-acute market growth exceeded 300% in the first year.
- Second-year growth: 380%.
- Third-year growth is on pace for over 500%.
- Developed go-to-market strategies to increase WellBeams' upsell capabilities to include Home Infusion, Orthotics and Prosthetic support, and Physician Connect service lines. These tools increased selling opportunities by 350% and entered new market opportunities in excess of $500M.
- Operations lead for all sales growth, marketing, and P&L.
- Management oversight of the Client Success lead - Homecare.
- Collaboration with product team to develop Fax-to-WellBeam - revolutionizing the interoperability needs for Post Acute care organizations communicating with Health Systems.
Vice President, Enterprise & Strategic Accounts
WellSky (Formerly Mediware/Kinnser)
Overland Park, KS
02.2020 - 05.2021
- Led enterprise sales for SaaS solutions in Home Health, Hospice, DME, and Infusion sectors.
- Owned strategic growth for national accounts; reported to Chief Growth Officer.
- Initiated the 2nd largest deal in Homecare company division history (valued at $1.7M).
- Specialized in EMR integration, interoperability, and analytics to drive client ROI.
Division Vice President/Director
Medline Industries, Inc
Northfield, IL
01.2014 - 01.2019
- Oversaw a $103M division with a 5-person RVP team across 22 states.
- Increased division margins from 4% to 11% in two years.
- Managed largest clients west of the Mississippi, exceeding quota 4 of 5 years.
- Designed a new compensation model to drive high performance and accountability.
- Developed two RVPs of the Year; executed national event strategy to grow partnerships.
- Renewed $55M in client contracts with 37% margin growth YoY (2018 vs. 2017).
- Key Achievements:
- 2014: 95% of quota
- 2015: 106%
- 2016: 104%
- 2017: 112% – Broke $100M in sales
- 2018: 101%
Regional Vice President, Northwest
Medline Industries, Inc
01.2008 - 01.2014
- Managed team across 6 states; grew territory sales by 700%.
- Regularly called on C-suite leadership at health systems.
- Presidents Club: 5-time recipient.
- Won high-profile RFPs including:
- Providence/St. Joseph’s: $6M
- Dignity Health: $2.5M
- Healthy Living at Home: $2.5M
- Centura Health: $1M
- Named Regional VP of the Year in 2013.
Post-Acute Sales Representative, Bay Area
Medline Industries, Inc
01.2004 - 01.2008
- Managed 75+ accounts, growing territory from $1.2M to over $5M in four years.
- Three-time Presidents Club Award recipient.
- Achieved 100%+ of quota in three of four years.
- Appointed Regional Training Manager and Incontinence Care Specialist.
Education
BS degree - Business Marketing
Chico State University
Chico05-2002
Skills
- Sales leadership strategy
- EMR integration
- Market analysis
- Customer relationship management
- Operations management
- Contract negotiation
- Problem solving
- Data analytics
- Team leadership
- Competitive analysis
- Sales process
- Multidisciplinary team leadership
- Analytical problem solver
- Rapport and relationship building
- Closing techniques
- Performance analysis
- Employee retention
- National account management
- Price structuring
- Time management abilities
- Client base retention
Certification
- Situational Leadership (SLII), The Ken Blanchard Companies
- Coaching Essentials, The Ken Blanchard Companies
- Effective Leadership, The Ken Blanchard Companies
- Ongoing Training sessions, e.g. Email Efficiencies, Making a bigger impact by saying less
- Selling Dynamics LLC, Recruiting and Retention, Time and Territory Management, Handling Objections, Qualifying
Timeline
Director of Growth
WellBeam, Inc
05.2022 - 11.2025
Founder & CEO
Trustree Consulting LLC
04.2021 - Current
Vice President, Enterprise & Strategic Accounts
WellSky (Formerly Mediware/Kinnser)
02.2020 - 05.2021
Division Vice President/Director
Medline Industries, Inc
01.2014 - 01.2019
Regional Vice President, Northwest
Medline Industries, Inc
01.2008 - 01.2014
Post-Acute Sales Representative, Bay Area
Medline Industries, Inc
01.2004 - 01.2008
BS degree - Business Marketing
Chico State University