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About: Gregory M

Recent Posts by Gregory M

New Episode of Gregory McDonald Unfiltered

On the road with Cloudstar at TLTA and NS3.

Join Cloudstar’s rockstar business developer Roland and CEO Greg as they hit the road to talk about TLTA, NS3 and the future of billable hours using phone systems.

Listen HERE

Gregory McDonald Unfiltered

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New Law Firm Software Integrations

Cloudstar is currently seeking law firms using either Clio or Practice Panther to take part in a free beta-testing program.  The program is to test new integrations between the practice management software platforms, and both CRMs and Telephone systems.

The purpose of the integration is to facilitate automatic tracking of billable hours for attorneys, in addition to the automatic archiving of recorded telephone calls.  Please call us for additional information.

clio practice panther


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Root Cause Analysis – Cogent Fiber Cut

As a Cloudstar customer, you deserve honesty, transparency and information.  At approximately 7:15 AM Eastern time, the Cloudstar Network Operations Center received multiple lost connectivity alerts.  After briefly troubleshooting, it was determined that the cause was a local cable cut, to a fiber optic bundle servicing North Florida, located down the street from the affected data center.

Cogent Communications posted the following incident on their website opening master case number HD10626845.

It is noteworthy to mention, that prior to this cable cut, Cogent has provided 100% up-time service to the data center for approximately 8 years.  Additionally, a single cable cut will not affect the circuit due to the ring topography.  In this case, the fiber provider’s redundant ring failed.



Cloudstar technicians fielded calls from customers (ranging from calm and understanding to extremely upset).  Cloudstar engineers manually reconfigured several Citrix NetScaler Gateways to utilize a redundant blended circuit which restored services to most of the affected customers.



Before we can speak to redundancy, it is prudent to explain exactly what levels of redundancy are available, and what levels of redundancy can be expected as a Cloudstar customer.  Redundancy comes in many forms; redundant servers, redundant storage, redundant power and redundant Internet.

Customers who purchased multi-data center redundant fail over, were NOT affected.  It is worth noting that this is the norm in any hosting environment, wherever you shop for services.  Typically, most customers do not purchase multi-data center hot-site fail over due to the high costs involved.

Customers who purchased redundant access links also, failed to notice any interruption of service.

Customers located in other server clusters, or at other data centers were not affected.

Of the customers who were affected, Cloudstar engineers manually re-configured access to provide a means to connect.  Although not ideal, and not 100%, this allowed most affected clients to logon, access resources, and conduct business.



Cloudstar understands the importance of maintaining critical up-time, the urgency to which we must react during problems, and the financial impact and stress caused by the inability to access services.  This causes a range of emotions for all who are affected; from upset, to angry, to irate.  Unfortunately, no amount of time, money, or expertise absolves a customer from the potential of a systems outage.  Nowhere is this more evident than the recent 4 hour long Facebook outage where users were calling 911 because Facebook was down, or when Chase experienced a national outage whereby all bank branches lost connectivity for over a day.  The cases are endless, and it is important to understand that this is the world we live in, and it is our collective reality as consumers of technology services that no matter who we are, what we spend, or the decisions we make, every person and corporation is susceptible to potential periodic service interruptions.



Believe it or not, we’ve received telephone calls implying that this event was manufactured to cover up a problem the Cloudstar caused.  To those individuals, I would be remiss if I didn’t mention that every provider from Amazon, to Google, to Microsoft, to Facebook and beyond is subject to the same realities.  Yet these institutions are seldom questioned or asked for proof.  In an effort to go above and beyond, Cloudstar drove to the site of the fiber cut and documented the incident with the following photographs.

Fiber Splicing Unit


Tire Marks from 18 Wheeler Running Over The Underground Access Box 

(Located adjacent from BP Gas Station – Spring Park & University)



Fiber Optic Cable Is Round, and Contains Strands Of Glass Fiber.

(Note how the yellow strand was crushed by the vehicle).



Chances are, you’ve never given much thought to the millions of miles of fiber located just beneath the street.  If you utilize the Internet, you’re traveling through optical fiber just like those pictured. The Internet services you rely on daily, are just as vulnerable.  Cloudstar has options to assist in providing the level of redundancy our customers choose for their organizations.



Cloudstar will continue evaluating options for our our customers. For those that understand that these problems affect every hosting provider, every government entity, every bank, every hospital, and every individual, I sincerely appreciate your awareness as to the reality of of the world we live in.  To those who are deeply upset, and “feel the need to take action”, I would ask you to consider the question, “Can we avoid the reality of how the Internet works”? Unfortunately, nobody is immune to a potential outage however there are steps that can be taken to decrease the odds.  If you’re interested in learning more about hot-site fail-over options, redundant paths, and Cloudstar’s contingency plans, please let us know by requesting a consultation HERE.



Cloudstar would like to thank our customers for their business.  We welcome your comments and feedback.


NOTE:  Please note that services were restored at 12:45 PM Eastern.

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Jodi Bailey Joins Cloudstar as Title Production Administrator

Cloudstar Hires 25 Year Title and Escrow Industry Veteran


Jacksonville, Florida, April 9, 2019 – Cloudstar is proud to announce and welcome Jodi Bailey as Title Production Administrator. Jodi will be responsible working in coordination with our Title Production Team to support Cloudstar customers in a variety of software platforms including ResWare, RamQuest and Qualia.

Jodi Bailey has over 25 years of experience working in the title and escrow industry and is highly experienced as a production software administrator having previously worked for both First American, and Stewart Title. Jodi is a proven expert specializing in the creation and modification of documents, workflows, and providing process analysis to maximize productivity. Jodi brings a strong reputation for providing outstanding customer service during implementation, training and ongoing support.

“On behalf of Cloudstar I would like to personally welcome Jodi to the team. We are very excited to bring on Jodi and her experience as the next step in the growth of our Title Production Consulting team.” – said Christopher Cury, EVP Customer Experience, Cloudstar.

About Cloudstar

Cloudstar is a multi-national provider of virtual desktop hosting, hosted software and applications, custom tailored IT infrastructure design, email encryption, managed services, IT security, and consulting to regulated industries across the United States.

Cloudstar started in 2009 as Cloudstar Consulting Corporation and was created to meet the unique needs of the land title industry. As the company grew from a consulting and IT infrastructure design firm, Cloudstar Consulting Corporation re-branded as simply “Cloudstar”, a DBA of the newly formed holdings company, Keystone Management Group, LLC. In 2014, Cloudstar purchased a 50% interest in U.S. Telecommunications firm, Teletonix Communications LLC in addition to adding Diologix, an electronic medical records encryption company and Notary Transfer to its portfolio of brands. Cyber security firm, MortgagePhish was added as of 2019. Cloudstar has recently expanded to provide services to the entirety of the United States, Canada and Mexico with offices in three states and privately held infrastructure co-located at six U.S data centers.




For more information, please visit

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Cloudstar To Sponsor Texas Land Title 2019 Annual Conference

Cloudstar is pleased to announce its sponsorship and attendance at the Texas Land Title Association’s 2019 Annual Conference.

This year’s Annual Conference and Business Meeting features nationally-celebrated speakers and industry professionals who will share ideas on industry trends, regulatory developments, leadership, and the impact of technology on your business.

This year’s conference will be held on June 10th – 12th at the Hyatt Regency Lost Pines Resort and Spa.

We look forward to meeting with our friends and customers.

TLTA Annual Conference


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Mortgage Phish, a Cloudstar Company, to Present at NY Mortgage Expo


Jacksonville, Florida, April 3, 2019New York Mortgage Expo, the Empire State’s premier conference, bringing together hundreds of mortgage loan originators announces Roland DuBeau of Mortgage Phish as opening session speaker.

Roland DuBeau, will headline the event, to be held Wednesday, April 24, 2019 in White Plains, NY, is the Lead Security Analyst at Mortgage Phish.

Roland has over 20 years’ experience in technology and security, working with multiple Global Fortune 500 accounts. Roland’s expertise resides in the areas of: Analysis, design and architecture of Mid-Enterprise Cybersecurity Solutions (SIEM/SOC, MFA/SSO,IPS, UTM, End-Point) and Analysis, design and architecture of Mid-Enterprise Cloud Solutions (IaaS,DRaaS, BaaS and DaaS).

“We couldn’t be more excited to have the opportunity to speak at the NY Mortgage Expo during the Opening Session in a time where security is has never been more important in the Mortgage Industry” – said Roland DuBeau.

The Opening Session will provide insight on the “what will you do when you’ve been phished”. Roland will discuss what Mortgage Professionals can do to avoid lawsuits, headaches and loss of reputation and how to protect your organization while empowering your people.


Mortgage Phish, a Cloudstar Company

With FBI statistics pointing to 2017 losses at over 1 Billion dollars, and 95% of all successful cyber-attacks caused by human error, Cloudstar decided to address this problem head-on through a new product called Mortgage Phish.

The Mortgage Phish system sends custom tailored phishing emails to all parties in the real estate transaction, then monitors the results.

With the advanced reporting offered by Mortgage Phish, Mortgage Professionals can quickly identify employees that click on harmless simulated phishing emails and text messages, then quickly target those individuals for online cyber-security training, which the system also provides.

What makes Mortgage Phish unique is the quality and content of the email phishing and mock cyber-attacks. Leveraging Cloudstar’s long standing industry knowledge, the emails, text messages, and corresponding online training are custom tailored specifically for the company purchasing the service.

“It’s as real as it gets.”, stated Roland DuBeau when asked how the simulated phishing emails stack up to emails from real cyber criminals. “The difference”, Roland added, “is that we’re the good guys, and we’re here to train those working on the front lines; those in charge of protecting the homebuyer’s hard-earned money.”

The results are clear. Mortgage Phish produces trained and aware individuals who are the first line of defense against wire fraud, cyber-attacks and ransomware.



For more information, please visit to download your free report or call 800-640-4950.

For more information on the New York Mortgage Expo, please visit



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Cloudstar to Sponsor ALTA One 2019

ALTA ONE is the most important event for the title insurance industry. Each year, it unites all ALTA members in one place to get inspired, gain knowledge and work together to protect the property rights of homebuyers. ALTA ONE features stimulating speakers, dynamic networking opportunities and a forum for keeping up with best practices and regulation changes.

This year’s ALTA One conference will be held at The Fairmont in Austin, Texas.

Stop by and meet with Cloudstar and see what we’re doing this year.  You won’t be able to miss us.

ALTA One 2019

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Title Production Software Administrator

Job Description

We are seeking a Title Production Software System Administrator to join our Team! You will be responsible for helping our valued customers by providing product and service assistance and resolving customer inquiries & issues. You will be working closely with our Vice President of Title Production Services to assist with existing clients. as well as the on-boarding of new clients.


Responsibilities and Duties

  • Oversee project activities on a day-to-day basis that include providing industry expertise and recommendations to the client and ensure the software will ultimately meet their business needs
  • Coordinate and obtain client deliverables as needed
  • Administrator training will be provided and conducted by the supervisor on the software system.
  • Facilitate user acceptance testing to ensure the product meets client expectations
  • Troubleshoot issues, utilizing analytical skill to completely resolve customer issues in a timely matter
  • Document and update customer records based on interactions
  • Develop and maintain a knowledge base of the evolving products and services
  • Experience with SQL and creating reports is a plus but not a requirement. The application is a .NET application with a MSSQL database and a data warehouse.


  Qualifications and Skills

  • Bachelor’s degree in related field preferred
  • 2 + years’ experience in the Title Insurance Industry is required
  • Experience with Title Production Software, preferably ResWare
  • Qualia, RamQuest and SoftPro exposure a plus.
  • Experience with AutoTask or similar CRM, helpful
  • Proven ability to influence cross-functional teams without close supervision
  • Strong communication skills with exceptional presentation expertise
  • Excellent verbal and written communication skills
  • Excellent interpersonal and customer service skills
  • Ability to prioritize and handle multiple projects
  • Strong attention to detail and organizational skills
  • Intermediate to advanced proficiency with Microsoft Office Products


  What’s in it for you?

  • Salary negotiable
  • 2 weeks paid vacation
  • Health, Vision and Dental Insurance
  • Life Insurance
  • 401k with employer contribution


Please FAX your resume to:  866-224-9075

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Cloudstar Announces Acquisition of Managed Service Provider


Jacksonville, FL, March 6th 2019 – Cloudstar the nation’s leading provider of Private Cloud, Public Cloud, Hosted Applications, and Data Recovery, for regulated industries, today announced the acquisition of managed service provider Jacksonville Technology Services.

Jacksonville Technology Services is a recognized IT managed service provider, Break / Fix, and Linux support company serving the customers throughout the state of Florida.

“We are very pleased with the acquisition of Jacksonville Technology Services” said Gregory McDonald, CEO and Founder of Cloudstar.  This acquisition brings aboard additional talent and further cements our presence  within our local Jacksonville, Florida community.

For more information about Jacksonville Technology Services, please visit their website at:

Media Contact
Roland DuBeau
SVP Sales at Cloudstar.
800-340-5780 ext.1037

Cloudstar provides Cloud, Managed Services, Managed Security, and other advanced IT services to regulated industries worldwide.  Cloudstar is a portfolio company of Keystone Management Group, LLC

Jacksonville Technology Services

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Sales Development Representative (SDR) Full Time

We are Keystone Management Group LLC, owner and operator of the following trusted high-tech brands: Cloudstar, Teletonix, Dioloigx, Notary Transfer, Mortgagephish and Jacksonville Technology Services. We believe first and foremost in the principle of partnership.  We seek clients with an active, passionate, and vested interest in taking their organizations to the next level by partnering with us for our people, process, technology and infrastructure.  Our services are designed to increase an organization’s productivity, up-time, business continuity, reliability, cyber-security awareness, and profitability.

The Opportunity

We’re looking for a Sales Development Representative (SDR) with at least two years’ experience in a similar position to join our sales team. This role is suited to a smart, focused, detail-oriented candidate who is excited by the idea of playing a big part our company’s journey, in an all-hands-on deck environment. 

The role

As an SDR, you will start our sales process by researching prospective customers, qualifying new sales opportunities and crafting effective outreach strategies. You will have early conversations with potential customers to better understand their business and identify how our services could help them and their people. Your success as an SDR will ultimately be based on the number of qualified leads you pass on to our Sales Execs.

What you’ll be doing day to day

  • Prospect research. Use industry knowledge and tools to research and build lists of appropriate clients and key personnel.
  • Outbound prospecting. Engage in 80-100 sales related activities per day to generate interest and qualify leads. You’ll use a range of channels including LinkedIn, calls and emails.
  • Meeting set up. Schedule introductory meetings for our Sales Execs with qualified prospects.
  • Product learning. Learning and maintaining in-depth knowledge of our products and services and the value they bring to businesses.
  • Tracking and Analytics. Tracking and managing all your activities in HubSpot, analyzing what’s working well and what’s not and improving performance accordingly.
  • Developing new strategies. Developing and implementing new prospecting strategies.
  • Understand our ideal customer profile
  • Start to build lists of prospect companies and key personnel
  • Contact and nurture customers
  • Develop and master your pitch for different channels and different customers
  • Learn how to get customers to commit to meetings
  • Become familiar then expert in tracking your work in HubSpot – our CRM system

What you will need to have

  • Minimum of 2+ years’ experience in a consultative sales environment required.
  • Demonstrated record of phone sales success achieving/exceeding sales targets on a monthly/quarterly basis.
  • Excellent telephone communication and persuasion skills.
  • Ability to easily and quickly build trust and rapport with customers.
  • Demonstrate a high level of integrity and customer focus. Customer first!
  • Perseverance and resilience are key! Quickly overcome objections and move to the next.
  • Must be self-motivated and able to work with limited supervision while maintaining sales, attendance, and performance expectations.
  • Ability to sit for several hours at a time and adhere to an assigned schedule.
  • This role requires you to be physically present in the office.

Bonus Points

  • Research-oriented; enjoy learning about prospects and customers to help find innovative ways to drive sales.
  • Previous experience as an entrepreneur, small business owner or sales-focused role highly preferred.
  • Previous experience and success in a bonus or commission-based sales environment is a strong plus.

What’s in it for you?

  • $30,000.00 / year salary
  • 2 weeks paid vacation
  • Health, Vision and Dental Insurance
  • Life Insurance
  • 401k with employer contribution

Please FAX your resume to:  866-224-9075

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