Matthew Miller
Chicago,IL
Summary
Enterprise SaaS sales professional with 10+ years of experience driving revenue growth and closing complex, multi-stakeholder deals within large organizations—exclusively focused in the HR and benefits space. Consistently ranked among the top 1–2 performers over the past six years at Jellyvision. Proven ability to lead long, consultative sales cycles (6–12+ months), build and maintain executive-level relationships, and collaborate cross-functionally with technical teams and internal stakeholders to deliver solutions that meet my prospects needs.
Overview
10
10
years of professional experience
Work History
Strategic Account Executive
Jellyvision
09.2022 - Current
- Surpassed quota in 2022 (108% to goal, $594K) and 2023 (105%, $672K), with strong performance in 2024 (92%, $736K) despite increased targets; currently pacing $450K+ toward a $1M quota in 2025.
- Manage strategic, multi-stakeholder sales cycles averaging 8-12 months, with some extending beyond 18 months—requiring coordination across HR/Benefits, Legal, Procurement, and Finance functions.
- Focus on generating net new business within a Fortune 500 account base, typically closing deals in $150K–$175K range, with larger opportunities reaching $275K+ this year
- Conduct tailored product demonstrations and executive-level presentations centered on thorough consultative discovery, precise value articulation, and strategic alignment of key stakeholders
- Collaborate closely and lead a team-driven sales process, coordinating efforts among internal stakeholders including executive sponsors, implementation specialists, sales engineers, account managers, and our carrier/broker partnership teams.
Strategic Partnership Executive
Stork Club
04.2022 - 08.2022
- Leverage the MEDDPICC sales qualification framework to qualify and develop prospects resulting in a more viable pipeline and a more precise opportunity forecast.
- Lead Stork Club's highly consultative and complex sales cycle from end to end with average time to close between 8-12 months targeting employer groups with 5k+ employees
- Position Stork Club's unique value proposition effectively based on a solid understanding of the crowded competitive landscape, our solution, and the employer's needs
- Advanced two competitive RFP bid opportunities to the finalist round (Gross ACV Total:$5.5M) prior to submitting my resignation
Strategic Account Executive
Jellyvision
10.2020 - 03.2022
- Achieved 101 % to Quota for FY 2021 (Quota: $750K; ACV of $100K+)
- Responsible for th entire sales cycle for Enterprise companies (discovery to close + implementation kickoff).
- Partner strategically with benefit brokers such as Mercer, Lockton ,Willis Towers Watson, and Aon to bring the ALEX platform to their clients to meet their benefits communication needs.
- Primarily prospect into companies with 5K benefit eligible employees and above while selling into: CHRO's, VP of Benefits, Director of Benefits, Benefits Managers, and Director of Total Rewards
Enterprise Account Executive
Jellyvision
12.2018 - 10.2020
- FY 2019: 95% to Quota. FY 2020: 144% to Quota (ACV of $60K-$80k)
- Deploy a team sale approach during 6-8 month cycles often collaborating with: Channel Sales, Marketing, Implementation, Solution Engineers Account Management, and Revenue leadership to earn the customers business
- Develop a thorough understanding of customers and their needs during the initial discovery process to be able to offer a recommended solution whether its our ALEX platform or not
Small Business Account Executive
Jellyvision
01.2018 - 12.2018
- FY 2018: 107% to Quota (ACV of$40K)
- Responsible for doing 60 dials and 20 emails per day to generate new opportunities for my own pipeline
- Create mutual action plans with prospects to ensure alignment on path to establishing the partnership
Sales Development Representative
HighGround (formerly KazooHR, Now WorkTango)
10.2015 - 12.2017
- Generated 229 new sales opportunities for the NorthEast Region during 2016 fiscal year, resulting in achievement of 147% of quota
- Penetrated Northeast market through tele prospecting, emails, and LinkedIn InMails while targeting senior level Human Resources professionals for organizations with over 250 employees
- Research and lead generation of prospect's pain points to develop our case to make HighGround's SaaS-based modern performance and engagement platform their solution of choice
Account Executive
Birch Communications
05.2015 - 10.2015
- Create new revenue by showcasing and introducing the enterprise and small business market to our cutting- edge voice, data, and cloud based technologies
- Gather leads and develop a client base through targeted prospecting, lobby events, business referral partners, customer referrals, and Salesforce
- Conduct appointments utilizing a consultative sales-based approach as well as collaborate with the potential customer to develop solutions that are tailored to their current technological needs
- Collaborated with our Northeast Region Account Executive to complete RFP's and build out customized demonstration environments for late stage opportunities
Education
Bachelor of Science - Public Affairs In Public Financial Management
Indiana University Bloomington
Bloomington, IN05.2015
Skills
- Salesforce
- Gong
- LinkedIn Sales Navigator
- Outreach
- Cross-Functional Team Collaboration
- Strategic Territory Planning
- Enterprise SaaS Sales
- MEDDPICC Sales methodology
- Value-Based & Consultative Selling
Timeline
Strategic Account Executive
Jellyvision
09.2022 - Current
Strategic Partnership Executive
Stork Club
04.2022 - 08.2022
Strategic Account Executive
Jellyvision
10.2020 - 03.2022
Enterprise Account Executive
Jellyvision
12.2018 - 10.2020
Small Business Account Executive
Jellyvision
01.2018 - 12.2018
Sales Development Representative
HighGround (formerly KazooHR, Now WorkTango)
10.2015 - 12.2017
Account Executive
Birch Communications
05.2015 - 10.2015
Bachelor of Science - Public Affairs In Public Financial Management
Indiana University Bloomington
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