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Remote (Full remote)
Senior Account Executive

Senior Account Executive


As a Senior Account Executive, you are responsible for engaging with our largest prospective and current customers. In this position you manage a book of current customers and look to expand with new customers within your territory. On a regular basis you will be responsible for consulting with VPs and C-Level Executives to help them solve their business challenges.


Closing Enterprise-level Deals 

Become an expert in the 15Five platform and services offering 

Develop a strong understanding of key differentiators and the competitive landscape

Build relationships and sell consultatively to VP and C-Level within Fortune 1000 accounts

Take 15Five to Enterprise organizations greater than 500 employees 

Bring in $800K-$1M+ of New Revenue in the year 

Consistently manage pipeline data and info, sales activity, and ability to accurately forecast

Events and Partnerships Support 

Engage with marketing and events team members to achieve goals outlined above.

Enterprise Sales Strategy 

Strategically drive complex transactions involving multiple executive level budget holders and decision makers to closure 

Engage in diligent prospecting by working with your SDR to develop a territory plan that ensures everyone in your region knows your name and how you can help them 

Help the organization understand how to better move upstream


Intelligence and technical aptitude to position the benefits of our products 

Strong background, or a willingness to quickly learn, the ins and outs of people and performance management

Strategic mindset to drive and execute complex enterprise sales processes

Proven success selling complex B2B SaaS solutions to C-level executives 

Ability to navigate conversations around value, over features and functions

3 - 5 years experience in SaaS sales 

Previous experience carrying and exceeded quotas of $800K+ (consistent earnings over-achievement in past roles) 

Consultative sales style with the ability to thrive in a rapidly changing environment

Consistent track record of success, closing complex and technical sales in highly competitive markets 

Extraordinary commitment to accurately tracking all customer engagement and activity through the use of Salesforce 

Strong project management and negotiation skills 

Extreme comfort as a self-starter. Able to work independently, with minimal direct supervision while still driving results


Complete 15Five University

Successfully complete Product & Pitch Certification 

Gain a full understanding of our sales process 

Ready to take a prospect facing call in month two 

Start to develop competency in competitive landscape, HR industry, and business use cases

Setting up to hit a ramping quota by month 3


You’ve hit your stride with the sales process and can explain the purchasing process to a prospect 

Active participation in our weekly deal syncs 

Ability to lead a sales training on areas of the sales process (Discovery, Demo, Negotiation, etc)

Ability to run an ABM campaign for a set of target accounts 

You've sourced four $50K opportunities

You’re tracking toward hitting a fully ramped quarterly quota


You are an integral part of the Strategic Sales team and you lead by example

Successfully articulate software and services value with target accounts

Comfortable and confident engaging with VPs and C-Level Executives to help them solve key business problems 

Successfully connected with roughly 30% ABM campaign for a set of target accounts with the help of your SDR 

Actively leveraging SLT, management, and other department leaders in customer conversations.

Leveraged Deal Review Boards and several active conversations

You’re tracking to hit your annual quota and commensurate pipeline coverage (4x)

About 15Five

15Five is the holistic performance management company. 15Five equips HR teams with a complete platform solution to improve manager effectiveness, drive high performance and engagement, and increase retention. 15Five’s easy-to-use software, coaching, manager training, and community enables HR leaders to continuously measure engagement and performance, and empower managers to drive change.

At 15Five, we focus on building a diverse team that prioritizes inclusivity and celebrates everyone’s unique identity. We are proud of our thriving hybrid culture that supports a remote-first workplace balanced with distributed office hubs, and annual opportunities for all employees to connect in person. We also offer:

- Full Medical, Dental, and Vision Insurance

- Flexible Time Off (minimum 3 weeks off every year)

- Employer paid Short-Term, Long-Term Disability, and Term Life

- 401K with 4% match at 6 months of employment

- Inclusive Benefits Stipend (to help cover some of the gap on medical needs not covered by traditional benefits)

- Up to 16 weeks Paid Parental Leave for birth and non-birth parents

- 11 paid holidays in 2023

- Betterhelp (unlimited mental health therapy)

- Headspace (mindfulness exercises for stress & sleep, including for children)

- Wellness Coach App (offers meditation and movement classes, courses, workshops, and panels in a live and interactive setting)

- Best Self Time (Last 2 hours of Friday dedicated to your personal self-care/self-growth/recharge activities)

- Monthly reimbursement for internet

- Sabbatical Program accessed at 5 or 7 Years

- We also provide extensive training and development such as strengths discovery and alignment and Manager specific development opportunities

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