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gerald sinclair

@geraldsinclair

I help enterprises transform contact centers with CCaaS, AI, automation, and workforce engagement solutions.

United States
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What I'm looking for

I'm looking to lead strategic customer experience and contact center transformation work where I can apply CCaaS, AI, automation, WEM, and consulting experience to deliver measurable customer, operational, and revenue outcomes.

At Five9, I partner with organizations to improve customer experience across channels, optimize production, and drive revenue growth through AI and product suites.

I've spent more than 20 years in contact centers and over 13 years working across cloud platforms, telecommunications, applications, networking, and contact center consulting. My work spans WEM, CCaaS, speech analytics, quality management, workforce management, implementation, customer success, sales enablement, and go-to-market strategy.

Previously, I supported enterprise teams at 8x8 and led solution consulting, demonstrations, adoption, and product feedback at LiveVox. I work closely with clients, sales, product, engineering, and marketing to turn business needs into practical solutions that improve efficiency, loyalty, compliance, and operational workflows.

Earlier, I managed WFO implementations at NICE inContact, led customer success at CallMiner, and helped grow contact center businesses through consulting and operations leadership. I bring a disciplined, energetic, customer-focused approach to creating measurable ROI from contact center technology.

Experience

Work history, roles, and key accomplishments

Five9 logoFI
Current

Sr. ENT Solutions Consultant

Feb 2026 - Present (6 months)

In my role as a Senior Enterprise Solutions Consultant at Five9, I partner with organizations to push the boundaries of their customer experience. Through strategic consulting and demonstrating solutions that solve core issues, I help businesses enhance CX across all channels, optimize production, and drive revenue growth. My focus is on delivering real value and transformative outcomes with Five9

8x8 logoX

Contact Center Product Specialist

Dec 2024 - Mar 2026 (1 year 3 months)

Strategic resource and business driver for 8x8's U.S. market enterprise teams serving as a subject matter expert. This role provides front line sales support and pro-active business development with the goal of advancing CCaaS and related Contact Center applications including Chatbot, AI, Advanced Analytics, WFM, WEM, Speech Analytics, Quality Management and others.

Collaborate with sales, produ

LiveVox logoLI

Sales Engineer (WEM|CCaaS)

Mar 2023 - Jan 2024 (10 months)

Provided solution consulting, adoption and brand awareness for Livevox product or suite.
Acted as subject matter expert for WEM (Workforce Engagement Management) solution through production presentations, sales enablement, business consulting, demonstration and marketing content creation.
Assisted with Go-to-Market strategies for the CcaaS platform.
Partnered with clients/prospects and internally

LiveVox logoLI

Sales Engineer

Sep 2022 - Mar 2023 (6 months)

* Provided sales prospects with technical consulting and brand awareness to showcase the benefits of our LV products and solutions. Maintained a high level of knowledge of products in order to provide differentiation and first class value over competitors.
* Partnered with clients/prospects and internally with cross-functional teams to help architect the best strategies and solutions for client o

LiveVox logoLI

Senior Business Consultant

Aug 2020 - Sep 2022 (2 years 1 month)

* Applied operational and strategic consulting practices to aid in organization's operational issues and improved their adoption and how they utilized their solutions.
* Partnered with clients/prospects and internally with cross-functional teams to help architect the best strategies and solutions for client objectives.
* Provided custom demonstrations and presentations to prospects determined by c

inContact logoIN

Product Marketing Manager

May 2015 - Dec 2015 (7 months)

* Formerly Uptivity prior to acquisition.

Work with product owners to help position our products to the market. Create content that showcases specific features and benefits. Attend various field events as a spokesperson/champion for inContact WFO products. Assist sales tean with product training, panel participation and product documentation for prospects.

inContact logoIN

Customer Success Specialist

Jan 2014 - Jan 2015 (1 year)

*Formerly Uptivity prior to acquisition.

Supported a client portfolio of 15 SMB accounts aiding to optimize their contact centers through a consultative relationship approach resulting in a 90% retention. Showcased Uptivity's solutions in persuasive pre-sales presentations and demonstrations, achieving a closing rate of over 50%. Assisted clients with adoption as it pertained to Quality Manageme

Uptivity logoUP

Solution Consultant

Jul 2012 - Jan 2014 (1 year 6 months)

* Formerly Callcopy prior to name change.

Establish ROI's for our current clients while marketing our strenghts and developments to potential clients. Work together with development to enhance our products to meet the needs of the client as well to stay abreast of changes in the industry. Train and demo our products to existing and prospects. Establish market trends and client satisfaction.

Uptivity logoUP

Educator/Business Service Consultant

Apr 2011 - Jun 2012 (1 year 2 months)

Educate/train clients on how to utilize the CallCopy system to maximize business initiatives. Conduct remote and onsite training sessions of the extensive CallCopy system. Consult with clients in regards to their business needs; create packages/services that will aid them in meeting those business needs.

Medco logoME

Contact Center Supervisor

Jun 2010 - Apr 2011 (10 months)

Supervised 25-35 phone agents.
Managed the day-to-day operations off the customer service agents.
Worked with the Operations team with skilling agents effectively.
Worked with QA team and peformed weekly evaluations to ensure highest level of customer service.
Reinforced E-learning and training to decrease errors, maximize productivity and to ensurce compliance to federal regulations.

Affinion Group logoAG

Manager

Jun 2004 - Jun 2010 (6 years)

• Managed six Supervisors and three departments. Insurance, Support Group, Packaging, JFM and Home products
• Maintained strong relationships with our outsource partner by being the first point of contact, held weekly calibrations and web conference meetings and visited the sites to ensure compliance with policies and procedures.
• Played an integral role with acquiring the Fifth Third as a client

Education

Degrees, certifications, and relevant coursework

BC

Bristol Central

BS

Bristol Central High School

The Ohio State University logoTU

The Ohio State University

Bachelor of Arts, Theatre and Communications

1999 - 2001

Pursued a Bachelor of Arts in Theatre and Communications, developing strong communication and presentation skills.

TU

The Ohio State University

Bachelor of Arts (B.A.), Theatre/Communications

1999 - 2001

CC

Columbus State Community College

Associate of Arts (A.A.), Social Psychology

1998 - 1999

Columbus State Community College logoCC

Columbus State Community College

Associate of Arts, Social Psychology

1998 - 1999

Completed an Associate of Arts with a focus on Social Psychology, gaining insights into human behavior and social interactions.

BS

Bristol Central High School

High School Diploma, General Studies

Completed high school education at Bristol Central High School.

Tech stack

Software and tools used professionally

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