Enterprise Account Executive, Restaurant365
Payroll Sales
$100-120k
+ Commission & Equity Option Grant
Restaurant management software
Be an early applicant
Restaurant management software
1001+ employees
Be an early applicant
$100-120k
+ Commission & Equity Option Grant
1001+ employees
Company mission
To help restaurants increase sales control food costs, and optimize labor.
Role
Who you are
- 2+ years of proven experience selling payroll software as a core component of the solution, including payroll processing, tax administration, compliance, and related workforce functionality is required
- Direct experience selling payroll, workforce management, or HCM solutions (e.g., ADP Workforce Now, Paylocity, Paycom, Paychex, UKG, Gusto, or comparable platforms)
- Working knowledge of payroll fundamentals: tax filing, garnishments, direct deposit, tip credit, PTO accruals, and multi-state compliance
- Experience selling into restaurant, hospitality, or multi-unit retail organizations is a significant advantage
- Proficiency with Salesforce or comparable CRM — disciplined in pipeline hygiene and forecasting accuracy
- Relationship-based seller with the ability to build trust with HR, Finance, and C-suite stakeholders simultaneously
- Strong discovery skills — ability to ask the right questions, listen actively, and connect prospect pain to platform value
- Effective communicator, both written and verbal, with the ability to translate complex payroll and compliance concepts into clear business language
- Curiosity and eagerness to use AI in your daily work, backed by hands-on experience, a good sense of what generative AI can and can't do, and the judgment to verify its outputs
- High energy, self-motivated, goal-driven, and capable of thriving in a fast-moving, high-growth environment
- Demonstrated ability to work cross-functionally with Sales Engineers, Customer Success, Marketing, and Product teams
- Trustworthy, ethical, and professional in all business dealings
- Must be able to work 100% remote
- Up to 20% travel required for customer meetings, conferences, and team offsites
What the job involves
- The Account Executive, Enterprise Accounts – Payroll is responsible for driving new payroll revenue by selling Restaurant365’s Payroll and Workforce Management solutions & partner HCM solutions to enterprise and strategic restaurant accounts
- This role targets multi-unit restaurant operators, franchise organizations, and emerging chains — helping them consolidate payroll onto a purpose-built restaurant platform that connects labor directly to their P&L
- As a specialist seller within the R365 Strategic Accounts team, this position partners closely with Account Executives, Customer Success, and Sales Engineers to identify, develop, and close payroll opportunities across both net-new and existing accounts
- Own and drive net-new payroll sales into strategic restaurant accounts, including national and regional franchise brands
- Prospect and develop a pipeline of qualified payroll opportunities through outbound outreach, inbound referrals, and cross-sell motions within the existing R365 customer base
- Lead discovery conversations with HR, Payroll, Finance, and Operations leaders to uncover workforce pain points and align R365 Payroll solutions to business outcomes
- Execute a consultative, value-based sales process from first contact through close, including demos, proposals, and negotiation
- Partner with Sales Engineers to deliver compelling platform demonstrations tailored to payroll and workforce workflows in the restaurant industry
- Develop and present business cases quantifying the ROI of migrating to R365 Payroll — including labor cost reduction, compliance risk mitigation, and administrative time savings
- Collaborate with the broader Strategic Accounts team to identify payroll expansion opportunities within existing R365 accounting and operations customers
- Maintain accurate pipeline data, activity logs, and revenue forecasts in Salesforce & Gong
- Stay current on payroll compliance regulations relevant to the restaurant industry, including federal, state, and local wage laws, tip credit rules, and overtime requirements
- Represent R365 as a payroll subject matter expert at industry events, prospect meetings, and customer-facing engagements
- Provide a smooth handoff to Implementation and Customer Success teams post-sale, ensuring expectations are set and the customer is set up for long-term success
- Demonstrate adaptability and a high level of accountability as part of a rapidly scaling sales organization
- Other duties as assigned
- What Success Looks Like:
- 30 Days
- Complete R365 payroll product certification; develop territory plan and initial pipeline of qualified prospects
- 60 Days
- Active pipeline established across net-new and cross-sell motions; first discovery calls and demos delivered
- 90 Days
- First payroll deal closed or in late-stage negotiation; consistent Salesforce hygiene and weekly forecast accuracy
- Year 1
- Attain or exceed payroll ARR quota; build repeatable playbook for R365 Payroll in the restaurant vertical
Our take
Restaurant management can be rather outdated, often relying on spreadsheets and physical receipts. Restaurant365 develops all-in-one management software solutions for the restaurant industry, encompassing accounting, analytics, staff, and inventory management within its toolkit.
Restaurant365’s customer base isn’t just restaurants though, it’s software attracts accounting firms that work with restaurants as well as small eateries and large franchises. Its expansive customer base is reflected in the amount of funding that it has received since its founding in 2011, now making it a verified Unicorn.
Restaurant365’s most recent round of funding came in 2024, and its $175 million will be invested in further enhancing its product. The company's success is unprecedented, as most would bet that the post-pandemic restaurant industry would struggle to get back on its feet. Restaurant365 defied expectations and actually turned out to be the company that COVID-hit restaurants relied on to keep their heads above water. This goes some way to explain the success of the company, which is a proven aid for the ailing dining industry.
Kirsty
Company Specialist at Welcome to the Jungle
Insights
118% employee growth in 12 months
Company
Funding (last 2 of 5 rounds)
May 2024
$175m
GROWTH EQUITY VC
May 2023
$135m
LATE VC
Total funding: $437.5m
Company benefits
- Fully Covered Health Insurance: R365 provides comprehensive medical, dental, and vision coverage—100% paid for full-time employees.
- Flexible Time Off: Recharge when you need, so you can stay energized and focused.
- 401k with employer math.
- Stock options to purchase equity.
- Health Savings and Flexible Spending Accounts.
- Employee discount programs to lifestyle vendors and servcies.
- Annual learning and development reimbursement.
- Access to LinkedIn Learning.
- Employee recognition and TIP program.
- Fertility guidance and support.
- Online legal solutions.
- Paid parental leave.
- Disability insurance.
- Pet and life insurance.
- Wellness programs.
- Health concierge and support.
- Meditation and mindfulness courses.
- Gym discounts and virtual fitness classes.
Company HQ
East Irvine, Irvine, CA
Leadership
Tony Smith
(Co-Founder & CEO)Previously on the Board of Directors at Dynamic Methods. Before that, they were a Director of Services there.
Morgan Harris
(Co-Founder & Chief Customer Advocate)Previously Partner and Co-Founder at Dynamic Methods, Account Executive/Senior Consultant at Foreshock and Auditor at PriceWaterhouseCoopers.
John Moody
(Co-Founder)Previously CRM Managing Partner and Board Member at Dynamic Methods.
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