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# Whitney Hayward

**Headline:** Sales, Ovation Tax Group
**Profession:** Sales Specialist
**Location:** Los Angeles, California, United States

## About

Whitney Hayward is an Inside Sales Representative and Sales Specialist at Ovation Tax Group, bringing 12 years of sales and technical IT experience across cloud, cybersecurity, enterprise IT, and business operations\. Whitney builds client relationships, qualifies opportunities, manages customer interactions, and explains technical concepts clearly to technical and non\-technical audiences\. Their strengths include cold calling, prospecting, CRM workflows, troubleshooting, customer engagement, process improvement, and cross\-functional collaboration\. At Ovation Tax Group, Whitney executes more than 50 outbound calls and 20 emails daily, converts prospects at a 26% close rate and 48% upsell rate, and generates $130,000 in monthly cash collections\. Whitney also helped launch an internal training initiative while consistently exceeding quota\. Earlier roles at PennyMac, FedEx, Broadvoice, ClearFuze Networks, and Didi Hirsch combined systems, reliability, help desk, network, and client\-support responsibilities\. Whitney takes a data\-driven approach to improvement, including optimizing an intake process that cut call time in half through testing and validation, and is intentionally building a SaaS\-focused career path through a three\-to\-five\-year roadmap\.

## Services

- Sales
- Income Tax
- Cold Calling
- Appointment Setting
- Direct Sales
- Sales Prospecting
- Prospect Qualification
- Microsoft 365
- Microsoft Applications
- Microsoft Endpoint Configuration Manager
- Microsoft Intune
- Office 365 Administration
- Salesforce\.com
- Printers
- Virtual Private Network \(VPN\)
- Skilled Multi\-tasker
- System Operations
- Routing
- Networking Technology
- IT Documentation
- Email Strategy
- Customer Relationship Management \(CRM\)
- Lead Generation

## Highlights

- At Ovation Tax Group, executed more than 50 outbound calls and 20 emails per day while maintaining prospect follow\-up and pipeline activity\.
- Achieved a 26% close rate and 48% upsell rate by converting inbound and outbound prospects into qualified sales opportunities at Ovation Tax Group\.
- Generated $130,000 in monthly cash collections at Ovation Tax Group by educating prospects, addressing objections, and aligning solutions to client needs\.
- Helped launch an internal training initiative at Ovation Tax Group and consistently exceeded quota\.
- Improved an intake process through testing and optimization, cutting call time in half\.
- Managed vulnerability patching for 6,000 systems per month as a Site Reliability Engineer II at PennyMac Loan Services to support secure, reliable computing and help prevent malware exploits\.
- Partnered with development teams at PennyMac Loan Services to deploy and support more than 200 software packages per month\.
- Coordinated outage and system\-issue communications affecting up to 5,000 users as a Jr\. Systems Engineer at PennyMac Loan Services\.
- Managed hardware and software support for 350 users at PennyMac Loan Services' Agoura location\.
- Managed computer and networking\-equipment assets at PennyMac Loan Services\.
- Provided technical troubleshooting and infrastructure support for the FedEx enterprise and select clients\.
- Executed technical and network rollouts across Southern California for FedEx\.
- Delivered technical support and managed ticket escalations for business VoIP and PBX clients at Broadvoice\.
- Designed technical solutions for small and mid\-sized businesses and supported sales\-engineering work at Broadvoice\.
- Built and maintained client relationships across aerospace, government, and SaaS at ClearFuze Networks\.
- Managed 48 customer accounts at ClearFuze Networks and kept problem fixes within one day under service\-level agreements\.
- Supported more than 400 users across six Southern California sites at Didi Hirsch Mental Health Services\.
- Used data and peer validation to overcome resistance to change and gain leadership buy\-in\.

## Experience

- **Sales Specialist at Ovation Tax Group** (2025\-06\-01–present)
- **Help Desk Technician at Didi Hirsch Mental Health Services** (2024\-07\-01–2025\-11\-01) — Supported a  400\+ user organization through responsive assistance and clear communication\. • Managed technical needs across 6 Southern California sites, maintaining excellent service\. • Resolved user issues while communicating technical information clearly to diverse stakeholders\.
- **Senior Help Desk Engineer at ClearFuze Networks, Inc\.** (2023\-09\-01–2024\-07\-01) — Built and maintained relationships with business clients across aerospace, government, and SaaS\. • Responsible for 48 customer accounts • fixes for problems were kept within 1 day per SLAs\.
- **Site Reliability Engineer II at PENNYMAC** (2021\-04\-01–2023\-12\-01)
- **Jr\. Systems Engineer at PENNYMAC** (2020\-01\-01–2021\-04\-01)
- **Help Desk Associate at PENNYMAC** (2019\-10\-01–2020\-01\-01)
- **Technical Services Representative at FedEx** (2018\-08\-01–2019\-10\-01) — Provided hands\-on technical troubleshooting and infrastructure support for the enterprise and select clients\. • Executed technical and network rollouts across the entire Southern California territory\. • Communicated technical requirements and solutions with business stakeholders during service delivery\.
- **Business Solutions Engineer at Broadvoice** (2014\-07\-01–2018\-07\-01) — Delivered technical support and managed ticket escalations for business VoIP/PBX clients\. • Designed technical solutions for small and mid\-sized businesses while supporting sales\-engineering responsibilities\. • Collaborated with business clients to translate technical requirements into appropriate solutions\.
- **Inside Sales Representative at Ovation Tax Group** (2025–present) — Executed 50\+ outbound calls/day and 20 emails/day while maintaining consistent prospect follow\-up and pipeline activity\. • Converted inbound and outbound prospects into qualified sales opportunities, achieving a 26% close rate and 48% upsell rate\. • Generated $130K in monthly cash collections by educating prospects, addressing objections, and aligning solutions to client needs\. • Helped launch an internal training initiative to improve team performance while consistently exceeding quota\.
- **Site Reliability Engineer II at PennyMac Loan Services, LLC** (2021–2023) — Managed organization\-wide vulnerability patching of 6k systems per month to maintain secure, reliable compute and prevent malware exploits\. • Partnered with development teams to deploy and support 200\+ software packages per month\.
- **Jr\. Systems Engineer at PennyMac Loan Services, LLC** (2020–2021) — Collaborated cross\-functionally with technical and business stakeholders to execute critical operational initiatives\. • Coordinated communications for outages and system issues impacting up to 5k of the company's total user base\.
- **Help Desk Associate at PennyMac Loan Services, LLC** (2019–2020) — Managed hardware and software support for 350 users at the Agoura location\. • Asset management of computer assets and networking equipment\.

## Education

- Associate's degree, Networking Systems and Administration — ITT Technical Institute\-Sylmar (2013\-01\-01–2017\-01\-31)
- Associate of Science \- AS, Network and System Administration/Administrator — ITT Technical Institute\-Sylmar (2013\-10\-01–2015\-05\-01)

## FAQ

### What does Whitney do at Ovation Tax Group?

Whitney is an Inside Sales Representative and Sales Specialist at Ovation Tax Group\. Their work includes outbound outreach, prospect follow\-up, opportunity qualification, objection handling, solution alignment, and cash\-collection generation\.

### What has Whitney accomplished at Ovation Tax Group?

Whitney executed more than 50 outbound calls and 20 emails per day while maintaining prospect follow\-up and pipeline activity\. They converted inbound and outbound prospects into qualified sales opportunities with a 26% close rate and a 48% upsell rate, generated $130,000 in monthly cash collections, helped launch an internal training initiative, and consistently exceeded quota\.

### What is Whitney's professional background?

Whitney has 12 years of experience communicating with clients, resolving complex technical issues, and supporting business operations in high\-pressure environments\. Their background spans sales, cloud, cybersecurity, enterprise IT, technical support, systems engineering, site reliability, and business solutions engineering\.

### What are Whitney's core strengths?

Whitney is strongest in relationship building, customer interaction management, prospect qualification, clear technical communication, CRM workflows, troubleshooting, customer engagement, and cross\-functional collaboration\. Their listed skills also include sales, income tax, cold calling, appointment setting, direct sales, sales prospecting, lead generation, CRM, and email strategy\.

### How does Whitney approach process improvement?

Whitney uses testing and validation to improve processes\. In one intake\-process improvement effort, they tested and optimized questions to eliminate unnecessary script content, cutting call time in half\.

### How does Whitney gain buy\-in for change?

Whitney works to overcome resistance to change by using data and peer validation to earn leadership buy\-in\. They use a data\-driven approach rather than relying on unsupported recommendations\.

### What are Whitney's SaaS career goals?

Whitney intentionally planned a pivot to SaaS using a three\-to\-five\-year career roadmap\. They are passionate about SaaS and about connecting with business leaders and other influential professionals\.

### What kinds of sales opportunities does Whitney prefer?

Whitney prefers a mix of high\-velocity, smaller deals and longer\-term strategic opportunities\. Their sales approach centers on helping businesses, educating prospects, addressing objections, and aligning solutions to client needs\.

### What did Whitney do at PennyMac?

At PennyMac Loan Services, Whitney served as a Site Reliability Engineer II, Jr\. Systems Engineer, and Help Desk Associate\. Their responsibilities included organization\-wide vulnerability patching, software deployment support, outage communications, user support, hardware and software support, and asset management\.

### What did Whitney accomplish as a Site Reliability Engineer II at PennyMac?

As a Site Reliability Engineer II at PennyMac Loan Services, Whitney managed vulnerability patching for 6,000 systems per month to support secure, reliable computing and prevent malware exploits\. They also partnered with development teams to deploy and support more than 200 software packages per month\.

### What did Whitney do as a Jr\. Systems Engineer at PennyMac?

As a Jr\. Systems Engineer at PennyMac Loan Services, Whitney collaborated with technical and business stakeholders on critical operational initiatives\. They coordinated communications for outages and system issues affecting up to 5,000 users\.

### What did Whitney do as a Help Desk Associate at PennyMac?

As a Help Desk Associate at PennyMac Loan Services, Whitney managed hardware and software support for 350 users at the Agoura location\. They also managed computer and networking\-equipment assets\.

### What did Whitney do at FedEx?

At FedEx, Whitney provided hands\-on technical troubleshooting and infrastructure support for the enterprise and select clients\. They executed technical and network rollouts throughout Southern California and communicated technical requirements and solutions to business stakeholders during service delivery\.

### What did Whitney do at Broadvoice?

At Broadvoice, Whitney delivered technical support and managed ticket escalations for business VoIP and PBX clients\. They designed technical solutions for small and mid\-sized businesses, supported sales\-engineering responsibilities, and translated client requirements into appropriate solutions\.

### What did Whitney accomplish at ClearFuze Networks?

At ClearFuze Networks, Whitney built and maintained relationships with business clients in aerospace, government, and SaaS\. They were responsible for 48 customer accounts and kept problem fixes within one day under service\-level agreements\.

### What did Whitney do at Didi Hirsch Mental Health Services?

At Didi Hirsch Mental Health Services, Whitney supported an organization of more than 400 users across six Southern California sites\. They resolved user issues and communicated technical information clearly to diverse stakeholders\.

### What education does Whitney have?

Whitney holds an Associate of Science in Network and System Administration/Administrator from ITT Technical Institute\-Sylmar, listed in 2015\. They also hold an Associate's degree in Networking Systems and Administration from ITT Technical Institute\-Sylmar, listed in 2017\.

### What certification does Whitney hold?

Whitney is an AWS Certified Solutions Architect – Associate through Amazon Web Services\.

### What technical tools and systems does Whitney work with?

Whitney's technical skills include Microsoft 365, Microsoft Applications, Microsoft Endpoint Configuration Manager, Microsoft Intune, Office 365 Administration, Salesforce\.com, printers, virtual private networks, system operations, routing, networking technology, and IT documentation\. They also describe themselves as a skilled multitasker\.

### What motivates Whitney?

Whitney is motivated by learning something new every day, healthy competition, and consistent excellence over time\. Outside the office, Whitney spends time with family, attends church, and enjoys eclectic music\.

## Links

- LinkedIn: https://www\.linkedin\.com/in/whitney\-hayward\-911944119

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