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Richard Olsen Email & Phone Number

Senior Director of Information Technology at Lessen
Location: Plainfield, Illinois, United States 7 work roles 2 schools
2 work emails found @smsassist.com 5 phones found area 312 LinkedIn matched
✓ Verified Jul 2026 4 data sources Profile completeness 100%

Contact Signals · 2 work emails · 5 phones

Work email r****@smsassist.com
Direct phone (312) ***-****
LinkedIn Profile matched
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Current company
Role
Senior Director of Information Technology
Location
Plainfield, Illinois, United States
Company size

Who is Richard Olsen? Overview

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Quick answer

Richard Olsen is listed as Senior Director of Information Technology at Lessen, a with 1077 employees, based in Plainfield, Illinois, United States. AeroLeads shows a work email signal at smsassist.com, phone signal with area code 312, and a matched LinkedIn profile for Richard Olsen.

Richard Olsen previously worked as IT Director of Infrastructure and Operations at Sms Assist, Llc and Senior IT Manager of Infrastructure and Operations at Florida Family Insurance. Richard Olsen holds M.B.A., Business Administrations from Keller Graduate School Of Management, Devry University.

Company email context

Email format at Lessen

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{first_initial}{last}@smsassist.com
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AeroLeads found 2 current-domain work email signals for Richard Olsen. Compare company email patterns before reaching out.

Profile bio

About Richard Olsen

Accomplished, resourceful, hands-on IT Director with 20+ years’ experience driving change, mitigating risk and infusing new ideas to take enterprise system performance and productivity to the next level. Committed to achieving maximum benefit from IT infrastructure investment, through meticulous system administration, skillful vendor negotiations, unparalleled end user support and on time/budget project deliveries. Innovative and creative customer service professional with a proven track record in providing all call center support while driving brand growth and improving customer service initiatives and experience.● Enterprising technologist and “go to” resource, reconciling the strategic direction of applied technology with business initiatives, improving performance and accountability in all directions● Innovative problem solver, with a “make it happen” attitude; proactively implementing solutions with careful consideration to the bottom line, long-range goals, feasibility, and ease of use● Mentor and builder of self-sustaining dream teams, promoting consensus, creativity, and team cohesiveness; retained IT staff members for 10+ yearsKEY COMPETENCIESIT Operations Management Technology Rightsizing$MM Budget Accountability Hardware RefreshingHelpdesk & Desktop Support Data Center Build Out and ConsolidationInfrastructure Architecture & Design Voice & Data CommunicationsClient Services/Support Asset ManagementStrategic Planning Application DevelopmentProject Management Policy & Procedure DocumentationVendor Management Disaster Recovery & High AvailabilityContract Negotiation Sarbanes-Oxley, System and Organization ControlsStaffing/Team Building Due Diligence & ComplianceVirtualization Technologies IT Infrastructure Library (Service Desk)Penetration Testing Security and Risk ManagementIdentity Access Management RFP Security Audits

Listed skills include Disaster Recovery, Data Center, Management, Leadership, and 30 others.

Current workplace

Richard Olsen's current company

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Lessen
Lessen
Senior Director of Information Technology
Plainfield, IL, US
Website
Employees
1077
AeroLeads page
7 roles · 25 years

Richard Olsen work experience

A career timeline built from the work history available for this profile.

Senior Director Of Information Technology

Plainfield, Il, Us

It Director Of Infrastructure And Operations

Current

Chicago, Illinois, Us

Lead and set direction for all IT infrastructure and IT operations for this highly dynamic company, enabling SMS to revolutionize the multisite property management market. Reinforce infrastructure systems to foster an expanding customer service’s team from 100 to 1000+ employees. Designing, maintaining, and monitoring all in-house and outsourced infrastructure systems, supporting multiple call centers and operations twenty-four hours a day. ● Designed and implemented clustered Cisco Unified Computing Systems for Voice Over IP (VOIP) and call center operations● Planned and delivered an improved clustered environment using virtual hosts and backup disaster recovery (BDR) devices to improve the company’s high availability and disaster recovery readiness● Migrated accounting systems providing better control over company’s financial analytics and reporting● Deployed Identity Access Management for all applications using Microsoft Azure AD● Migrated On-Premises applications to the cloud● Designs and implements WorkDay Integrations between training, call center, active directory, and workforce management systems● Develops new policies and procedures reconciling System and Organization Controls (SOC) regulations with improved company performance and compliance requirements● Manages and monitors section owners to comply with all regulations for SOC 1 Type 2 and SOC 2 Type 2● Manages prospective customer due diligence audits facilitating onboarding of new high value customer contract accounts● Chair of Risk Committee, recommending and deploying security best practices with best-in-class tools to improve the company’s overall security profile● Reduces vulnerable attack surface by implementing novel security measures in real time or before cybersecurity attacks can occur● Develops IT Disaster Recovery and Business Continuity Plans● Designs and manages data center and office relocations minimizing downtime

Dec 2012 - Present

Senior It Manager Of Infrastructure And Operations

Jacksonville, Fl, Us

Responsible for the IT infrastructure and operations of the company. Manage help desk analysts and engineers that were responsible for the hardware/software and support of the company.● Increased Citrix performance by implementing performance analysis tools● Partnered with business stakeholders to identify, lead, and add value through process automation, accessibility of information, and improved IT service deliveryo Migrated Incident and Change Management to Software as a Service solutiono Improved overseas user experience with revised SLAs for new ticketing system● Lowered costs with renegotiated MPLS service provider increasing also bandwidth● Set and managed the IT capital and expense budgets● Saved over $150K /yr. with IT infrastructure overhaul project, all server hardware and software, also improved high availability for customer, agent and policy holder portals

Apr 2012 - Nov 2012

It Manager Of Infrastructure And Support

Chicago, Il, Us

Manage a team of infrastructure and support analysts for a fast growing startup company that has expanded from 10 employees to 750 in over 28 offices nationwide and in the United Kingdom. Integrated six companies within the past eighteen months to a centralized infrastructure and support model.• Hired and managed three help desk analysts and two highly experienced network engineers.o Four of these where rehires from a previous employer.• Designed and implemented a high availability and disaster recovery solution by building a backup data center with hardware and software that fails over all primary systems within seconds.• Managed hosted VoIP and Exchange Email solution providers.• Moved the Wide Area Network from AT&T to XO to increase bandwidth at each office and to lower costs.• Developed new IT policies and procedures.• Influential team member to deliver a business continuity and disaster recovery strategy for the company.• Deployed a robust incident and change management system that improved service levels, first call resolution, and reporting.

Jan 2011 - May 2012

It Director Of Technical Services

Supplied leadership and oversight of 24x7 IT operation supporting 6000 users in 130 owned and affiliated offices worldwide. Directed national team of 16, including 2 assistant managers, spanning voice/data networking, desktop support, computer operations and Helpdesk (2500+ tickets monthly). Controlled $15MM IT budget.Collaborated with senior management to align technology plans with corporate goals. Spearheaded and directed hardware/software and process improvement projects through the life cycle. Managed vendor relations, contracts and IT assets.Key Accomplishments:• Proposed and secured buy-in to overhaul IT infrastructure and implement leading-edge technologies, SANs, virtualization and blade servers.• Generated $1MM cost savings by implementing private WAN and negotiating cost-effective contracts for phone systems, equipment maintenance and local/long distance voice, data and Internet services.• Consolidated VMWare virtual servers on IBM and Dell blade servers with EMC SAN, reducing operating costs by $500K.• Structured and established multiple data centers, improving availability and disaster recovery capabilities.• Enabled remote access by deploying VOIP phone system, Blackberry Enterprise Server and MS Exchange Mobile Access at corporate office.• Engineered capacity/disaster recovery plans and data/network security precautions. Led regularly scheduled testing of plans every 18 months.• Formulated policies/procedures to solidify technical services, client support and infrastructure. Unified project development life cycle processes. Enforced SOX and other regulatory compliance standards.• Achieved 95% customer satisfaction rating by automating network account process and slashing cycle time from minutes to seconds.• Drove cost containment solutions and consolidated redundant IT processes, reducing annual IT spend by 20%.

Feb 1990 - Apr 2009

Technical Services Manager

 Steered strategic operational direction of 12 x 5 environment with after hours business support. Managed national team of 6 in-house help desk and 8 LAN analysts.

2002 - 2005 ~3 yrs

Field Services Manager

 Executed recruiting and staffing initiatives to assemble high-performance teams tasked with successful migration of 50 offices from Novell to Microsoft NT in preparation for enterprise Intranet solution.

Jan 1998 - Jan 2002
Team & coworkers

Colleagues at Lessen

Other employees you can reach at lessen.com. View company contacts for 1077 employees →

2 education records

Richard Olsen education

M.B.A., Business Administrations

Keller Graduate School Of Management, Devry University

B.S., Computer Information Systems

Devry University
FAQ

Frequently asked questions about Richard Olsen

Quick answers generated from the profile data available on this page.

What company does Richard Olsen work for?

Richard Olsen works for Lessen.

What is Richard Olsen's role at Lessen?

Richard Olsen is listed as Senior Director of Information Technology at Lessen.

What is Richard Olsen's email address?

AeroLeads has found 2 work email signals at @smsassist.com for Richard Olsen at Lessen.

What is Richard Olsen's phone number?

AeroLeads has found 5 phone signal(s) with area code 312 for Richard Olsen at Lessen.

Where is Richard Olsen based?

Richard Olsen is based in Plainfield, Illinois, United States while working with Lessen.

What companies has Richard Olsen worked for?

Richard Olsen has worked for Lessen, Sms Assist, Llc, Florida Family Insurance, Ryan Specialty Group, and Grubb & Ellis Company.

Who are Richard Olsen's colleagues at Lessen?

Richard Olsen's colleagues at Lessen include Jonathan Kearson, Lenora Cravens, Chris Baumann, Mba, Patrick Mcmahon, and Tinu Sonuga.

How can I contact Richard Olsen?

You can use AeroLeads to view verified contact signals for Richard Olsen at Lessen, including work email, phone, and LinkedIn data when available.

What schools did Richard Olsen attend?

Richard Olsen holds M.B.A., Business Administrations from Keller Graduate School Of Management, Devry University.

What skills is Richard Olsen known for?

Richard Olsen is listed with skills including Disaster Recovery, Data Center, Management, Leadership, Networking, Microsoft Exchange, Project Management, and Vendor Management.

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