The Regional Sales Specialist at Grace Hill will architect a sales pipeline, conduct thorough research, and drive revenue growth through solution selling. Responsibilities include leading presentations, collaborating cross-functionally, and managing sales processes with precision using Salesforce. Ideal candidates have 3-5 years of sales experience in the SaaS or B2B sectors, and possess strong consultative skills and tech fluency.
At Grace Hill, we believe that the best sales professionals are lifelong students of their craft. We provide industry-leading SaaS solutions that empower real estate operators to reduce risk and grow top talent—and we apply that same growth mindset to our internal teams.We are seeking an Account Executive who doesn’t just want a territory, but a platform to innovate. This role is designed for a true sales professional who thrives in a high-performing, coaching-centric environment. We are a high-standards, high-support sales team. You are someone who views every "no" as a data point, every win as a team effort, and every sales process as an opportunity for refinement. If you are an elite preparer who balances active prospecting with a sophisticated, consultative approach to new logo and customer expansion, you belong here.Primary ResponsibilitiesCreative Prospecting & Elite Preparation
- Architect Your Pipeline: Build and manage a robust sales funnel by executing a creative territory strategy that goes beyond standard cold calling.
- Preparation as a Competitive Edge: Conduct thoughtful research during preparation to ensure deep discovery and guidance throughout sales cycle with decision-makers.
- Strategic Hunting: Proactively procure leads and prospects to drive revenue growth and increase market share across your territory.
- Solution Selling: Actively align customer business needs to the appropriate solution and position via storytelling to demonstrate ROI beyond features and functionality.
- Master the Meeting: Lead high-impact presentations and demonstrations for key decision-makers, articulating the clear ROI of Grace Hill’s technology.
- Embrace the Coaching Culture: Participate in a transparent feedback loop, leveraging key learnings from the field to improve both personal performance and internal products.
- Collaborate to Close: Work cross-functionally with internal partners to ensure seamless transitions for new logos and maintain the highest level of client satisfaction.
- Methodology Mastery: Implement and innovate upon core sales processes (such as SPICED or Challenger) to move prospects quickly through the sales cycle.
- Precision Execution: Manage contract negotiations and individual sales activities with meticulous attention to detail within Salesforce.
- Experience: You bring 3-5 years of proven sales experience, ideally within the SaaS or B2B Technology sectors.
- Feedback-Driven: You are a lifelong learner who actively seeks out coaching to sharpen your consultative approach.
- Highly Motivated: You are a results-oriented individual who actively strives to reach and exceed their targets.
- Creative Problem Solver: You demonstrate core solution-selling skills and the ability to adapt your individual style to connect with wide variety of customer personas.
- Tech-Fluent: You possess the analytical aptitude to communicate the value of technology and training tools to stakeholders.
- Organized Professional: You are highly detail-oriented and capable of using Salesforce to facilitate complex CRM activities and pipeline management.
- SPICED or Challenger Sales Methodology encouraged.
- Education: Bachelor’s degree in business or a related field
Salary range: $145,000 OTE with uncapped commissions + accelerators
Grace Hill offers a robust suite of benefits, including health, dental and vision insurance, 401K, PTO, life insurance, disability insurance, and more.
We do not offer visa sponsorship or assistance. Applicants must be based in the US and authorized to work in the US at the time of hire.
About Us:
Grace Hill provides industry-leading SaaS technology solutions designed to make a positive impact in real estate and improve the lives of people where they work and live. Harnessing years of real estate experience and the understanding that people are better together, Grace Hill helps owners and operators increase property performance, reduce operating risk and grow top talent. More than 500,000 professionals from over 1,700 companies rely on Grace Hill’s talent performance solutions covering policy, training, assessment, survey, and data-driven insights. Visit us at gracehill.com or on LinkedIn
Similar Jobs
Digital Media • Information Technology • News + Entertainment
Sell integrated networking, security, and communications solutions (SD-WAN, UCaaS, network security) to enterprise multi-site accounts. Prospect, develop territory relationships, deliver in-person presentations, meet revenue and quota targets, collaborate with internal teams, and manage complex sales cycles while supporting customers and partners.
Top Skills:
EthernetNetwork SecuritySd-WanUcaasWireless
Digital Media • Information Technology • News + Entertainment
Home-based, client-facing account executive responsible for local retail ad sales, new business development and account management. Develops proposals, presents market research, coordinates with internal teams, manages contracts/schedules/collections, maintains CRM records and sales forecasts, and meets annual revenue targets. Requires in-person client meetings, prospecting, and flexible hours.
Top Skills:
Freewheel
Artificial Intelligence • Cloud • HR Tech • Information Technology • Productivity • Software • Automation
Sell ServiceNow CRM SaaS to Energy & Utilities enterprise accounts. Drive territory strategy and account planning, support digital transformation value propositions, coach account teams, identify specialty solution opportunities, and manage full sales cycle through close. Requires travel and vertical expertise.
Top Skills:
AICRMCrm SaasServicenow
What you need to know about the Boston Tech Scene
Boston is a powerhouse for technology innovation thanks to world-class research universities like MIT and Harvard and a robust pipeline of venture capital investment. Host to the first telephone call and one of the first general-purpose computers ever put into use, Boston is now a hub for biotechnology, robotics and artificial intelligence — though it’s also home to several B2B software giants. So it’s no surprise that the city consistently ranks among the greatest startup ecosystems in the world.
Key Facts About Boston Tech
- Number of Tech Workers: 269,000; 9.4% of overall workforce (2024 CompTIA survey)
- Major Tech Employers: Thermo Fisher Scientific, Toast, Klaviyo, HubSpot, DraftKings
- Key Industries: Artificial intelligence, biotechnology, robotics, software, aerospace
- Funding Landscape: $15.7 billion in venture capital funding in 2024 (Pitchbook)
- Notable Investors: Summit Partners, Volition Capital, Bain Capital Ventures, MassVentures, Highland Capital Partners
- Research Centers and Universities: MIT, Harvard University, Boston College, Tufts University, Boston University, Northeastern University, Smithsonian Astrophysical Observatory, National Bureau of Economic Research, Broad Institute, Lowell Center for Space Science & Technology, National Emerging Infectious Diseases Laboratories
