CEO and Board Member, Turnaround and Growth for Enterprise and SMB Software

Chermack 3 views 4 slides Oct 22, 2025
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About This Presentation

Current Bio / CV


Slide Content

Len Chermack 5949 Orchard Park Frisco, TX 75034 (469) 600-0343 [email protected]


SERIAL CEO, GROWTH/
TURNAROUND EXEC,
BOARD DIRECTOR


Functional Positions Held
• Board Member
• CEO/ Interim CEO
• President/ COO
• Chief Revenue Officer
• Managing Director
• General Manager
• VP of Sales &
Marketing
• VP Strategy/Business
Development Executive
• Sales Management
• Management Consultant
Areas of Expertise
• International Operations
• Global P&L
• Capital-Formation,
Raise and Expansion
• Enterprise Software
• Start up, Growth
Success
• 2- IPO’s, Global
Mergers & Acquisitions
• Positioning for M&A
• Leadership by Example
• Sales & Channel Growth
• Team Building &
Developing Management



Professional Achievements and Successes

• Career of turning around companies, setting up for M&A,
Growth, or IPO
• Co-Founder or Co-founding Management of several
technology (SaaS/PaaS/Cloud Startups in CRM, Healthcare IT.
IoT companies in IT Operations Management Board Adviser
to Infrastructure Companies: PaaS/IaaS/ ITaaS and.
• Serial CEO in ITOM, Healthcare IT, Social Technologies, and
Enterprise Manufacturing ERP, CRM, FinTech, AI Software
space, brought in to start up, turnaround or engineer exits.
• Delivered the turnaround strategy as WW President and
Managing Board to bring back and grow the 3rd largest global
enterprise Software Company Baan (Now Infor) in the
Netherlands 25% (reversed a $100m deficit to $100m positive
in first year.
• Doubled revenue a flat performing NASDAQ traded
accounting Software Company revenue from $35m to over
$72m in first 11 months, growing stock value from $6.50/share
to $22/share exit leading to the merger with the world’s largest
SMB accounting Software Company Sage.
• Hired by VC’s to turnaround an IoT Edge middleware
Software Company where 4 prior CEO’s failed resulting in
growing the Company from $300k to over $5m in first 16
months to become the largest supplier of (IoT) RFID and
Sensor middleware to the largest worldwide supply chains
(DoD, FloraHolland, Cardinal Health, Navis Port Logistics)
• Co-founded and Pioneered CRM with the first Opportunity
Management System in 1993 with a trademarked product
called Salesforce delivered on pen-based computers a decade
ahead of today’s pen based tablets. IPO’d on NASDAQ.
• Over the past 25 years, defined, negotiated, and managed
multiple strategic partnerships including go-to-market
channels, solution alliances, license & patent licensing and
joint development initiatives to raise value
• Raised $100 + million in capital from Seed to D rounds, and
IPO’s. Managing P&L’s to over $750M globally. Transacted
Several M&A’s from $10 million to $100’s of millions in
transactions.
• Board of Advisors for several startups in California, Texas,
NY, VA, and Netherlands, Board positions US, Europe, Asia







Industry Experience
• SaaS/PaaS/ ITaaS AI & Cloud
Technology(HW, SW, Services)
• Multiple Industries
• Enterprise and SMB
• Social Technologies - CRM
• Financial Services
• Manufacturing & Distribution

Len Chermack
CEO, President, Board Member

[email protected]
www.linkedin.com/in/lenchermack
+1 469-600-0343
Frisco, Texas, 75034, US

Over 25 years in Operations, Strategy, Global P&L as a Sales and Marketing President, CEO for
global SaaS and Enterprise Software Companies, Driving Record Growth, Numerous
Turnarounds, and Successful Exits.

Work Experience

CEO, Board Oct 2020 - Present
VCSY & NOW Solutions | Richardson, TX

● VCSY is a holding company of several software technologies and IP, brought in by shareholders as new
Board and asked to take interim CEO to manage multiple legal issues created by former CEO.
● Negotiated settlement with SEC, as well as a number of legal issues caused by former CEO and
successfully sued for over $22M for fiduciary violations, fraud and embezzlement.

Cofounding Partner Feb 2020 - Present
Hexa Global Ventures (HGV LLP) | Dallas, TX

● A mid-market M&A, Capital Raise and Funding advisory firm for US and abroad.
● Secured investments in several SaaS Software Companies, Raising $2M A round funding

CRO and Board Advisor Aug 2014 - Jan 2020
Multiple Tech Companies | Austin, San Jose, Dallas

● Board, Titan Workforce, a SaaS Office 365 Teams add-on.
● Board Adviser, Sales Operations and Marketing Consultant to Chairman and CEO for Vistara (now HP) A
SaaS Cloud AI ops based IT Operations Management platform
● Corp. Development and Business Development to CEO RackN, a SaaS Infrastructure and IT services
company, Secured key accounts including 40 Riot Games data centers, and BOX



Interim President & CEO Dec 2013 - Jul 2014
MCN Healthcare and MCN Learning | Denver, CO

● Hired to position SaaS based 27-year-old Healthcare Compliance company for M&A.
● Repositioned strategy to message from Compliance Company as Risk Management offering.
● Reworked contract terms resulting in new sales revenue growth of over $265k to $1.1M in first 4 months
from prior year Qtr. to Qtr.
● Secured major hospital chain in Boston.

● Joined to position for an M&A exit. Family Founders would not make changes to GAAP accounting
practices required, resigned.

Cofounder/ Investor. CEO May 2011 - Nov 2013
Private Social Networks, Inc. | Frisco, Texas

● Self-funded Company to provide an integrated HIPAA-compliant SaaS Social Media platform for Private
Cloud and Mobile platform with Connect2Health™ for healthcare, medical devices.
● Positioned and delivered private cloud SaaS solution to healthcare with Connect2health™.
● Secured key wins at several healthcare clients for Patient Engagement, including prestigious St. Jude’
Medical.

President Nov 2007 - Jul 2011
FivePlus | Dallas/Virginia

● SaaS financial Services Application
● Delivered social networking and Social CRM on Cloud Computing platform for the SMB mashing
financial data from on-line banking, accounting software (Sage, Intuit, and MS Dynamics etc.) and delivers
mobile financial alerts.

Chief Executive Officer, President, Feb 2006 - Oct 2007
GlobeRanger, Inc, | Richardson, Texas

● Recruited to save Company by Sevin Rosen Funds. Top 20 VC funded where 4 prior CEO’s failed to
execute.
● Successfully repositioned company delivering into several world’s largest supply chains for IoT/RFID
including Cardinal Health, Bayer. Merck, DoD. FloraHolland.
● Company recognized as #1 in world by analysts as revenues grew 10x in the first year.
● Merged with Fujitsu

Interim Chief Executive Officer, Jul 2005 - Jan 2006
CapitalSoft Inc. | Richardson, TX

● Fixed liability issues for VC (Sevin Rosen Funds) and exited.

Chief Executive Officer and President Jan 2003 - May 2005
Adapt CRM Software. | Irvine, CA

● Raised capital, doubled revenue, merged with leading SMB ERP Solution SYSPRO

Worldwide Group President–Managing Director Mar 2001 - Dec 2002
Baan International | Golden, CO; Voorthuzen, Netherlands

● Brought in by CEO of Invensys Software for turnaround ($700MM P&L)
● Trimmed 30% in global expenses and put Baan back to profitability in first year.

● Grew revenue over $200m in first year, with new strategy on key verticals in manufacturing, electronics,
medical devices, aerospace. Leveraged deep ties with key analyst firms.

GM, Vice President of Sales & Marketing Jan 2000 - Mar 2001
HSO International | Barneveld Netherlands; Reston, Virginia

● Recruited by CEO to turnaround Company’s $60m, 300 person services and consulting organization.
● Created a direct sales and business development teams growing revenue 35% and secured $10m in funding
and Strategic Partnership with Singular in Greece.
● Company was large Baan & SAP implementer.

GM, Director of MAS 90 Product Mar 1997 - Dec 1999
SAGE Software | Irvine, CA

● Doubled annual revenue from $35m to over $70m in less than 12 months on a once flat revenue “cash cow”
product MAS 90.
● Top reseller contributions rose from $200,000 to over $1 million in revenue by restructuring channel.
● Stock prices rising from $6.50 to $22.00 per share for SOTA in the first (9) months resulting in a cash
tender offer of $267 million to merge with UK based Sage PLC.

Core Skills

Operations, Strategy, Global P&L, Sales, Marketing, SaaS, Enterprise Software, Growth,
Turnarounds, Exits, IP, Legal Issues, SEC, Fiduciary Violations, Fraud, Embezzlement, M&A,
Capital Raise, Funding Advisory, CR0, Board Advisor, Office 365 Teams, AI Ops, IT
Operations Management, Corp. Development, Business Development, Infrastructure, IT
Services, Healthcare Compliance, Risk Management, Contract Terms, Sales Revenue Growth,
GAAP Accounting, Private Social Networks, HIPAA-compliant, Social Media, Private Cloud,
Mobile Platform, Connect2Health, Patient Engagement, Social CRM, Cloud Computing, SMB,
Financial Data, Online Banking, Accounting Software, Sage, Intuit, MS Dynamics, Mobile
Financial Alerts, IoT/RFID, Supply Chains, Bayer, DoD, FloraHolland, ERP Solution, SYSPRO,
Manufacturing, Electronics, Medical Device, Aerospace, Services, Consulting, Direct Sales,
Business Development Teams, Strategic Partnership, Baan, SAP, Channel Restructuring, Stock
Prices, Cash Tender Offer

Education

Loyola Marymount University
Bachelor of Science Economics