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US

  • Lead, develop, and coach Teton's U.S. Senior Living sales team across BDR and AE functions.
  • Act as a hands-on deal leader for strategic enterprise opportunities, from stakeholder mapping to contract negotiation.
  • Strengthen sales motion, coverage, and go-to-market for enterprise, mid-market, and SMB operators.

Sales Leadership Enterprise Sales Pipeline Management CRM

20 jobs similar to Head of Sales - Senior Living, U.S.

Jobs ranked by similarity.

USA Unlimited PTO

  • Own new bookings for the Senior Living business unit and build the go-to-market engine from scratch.
  • Recruit, onboard, and ramp a national team of Enterprise and Regional sellers while personally engaging in top strategic opportunities.
  • Drive cross-functional alignment with Marketing, SDRs, Solution Design, and Revenue Operations to create a seamless customer journey.

PointClickCare is a leading health tech company that helps providers deliver exceptional care using the largest long-term and post-acute care dataset and a Marketplace of 400+ integrated partners. As a founder-led, privately held company with over 30,000 provider organizations, it is recognized by Forbes as a top private cloud company and one of Canada’s Most Admired Corporate Cultures, fostering flexibility, growth, and meaningful work.

US Unlimited PTO

  • Own the team's new-logo ARR target and lead an enterprise sales team growing from six to ten AEs.
  • Build a disciplined sales operating rhythm with pipeline reviews, forecasting, and account planning.
  • Coach, hire, and grow the team while embedding practical AI use into sales workflows.

Nametag builds workforce-grade identity verification to prevent social engineering and deepfake impersonation attacks. The company is a remote-first, inclusive team that values autonomy, collaboration, and ownership.

US

  • Drive growth within Toptal's AI Solutions business by identifying, developing, and closing enterprise client opportunities.
  • Build a targeted portfolio of accounts from the ground up, self-sourcing new enterprise relationships and expanding them over time.
  • Partner with cross-functional teams to shape AI solutions that deliver measurable business outcomes and long-term client value.

Toptal is a global network of top talent in business, design, and technology that enables companies to scale their teams on-demand. With $200+ million in annual revenue and team members based around the globe, Toptal is the world's largest fully remote workforce, fostering innovation, social interaction, and fun.

$375,000–$425,000/yr
US Unlimited PTO

  • Own and deliver revenue targets for the Strategic Accounts business across the Americas.
  • Lead, develop, and expand a team of Strategic Account Executives, including recruiting and onboarding talent.
  • Design and implement repeatable sales processes while leveraging modern sales technologies and AI to drive productivity and scale.

Our partner is a technology company offering enterprise SaaS solutions focused on retail and QSR loyalty. It fosters a remote-first culture with an emphasis on professional growth, modern sales technologies, and collaborative team dynamics.

US Unlimited PTO

  • Own strategic healthcare accounts and lead complex enterprise sales cycles.
  • Build trusted relationships with hospitals, health systems, and post-acute care providers.
  • Drive a 5x pipeline and close AI-native enterprise deals with C-suite stakeholders.

The company builds AI-native workforce technology for the healthcare industry, selling to hospitals, health systems, and post-acute care providers. They maintain a fast-moving, entrepreneurial culture with a multidisciplinary team and a strong emphasis on inclusion and collaboration.

US

  • Own the full sales cycle, from prospecting to closing enterprise customers with $100K-$500K ACV deals.
  • Build pipeline through outbound strategies and partner channels, maintaining 3-5x coverage.
  • Engage C-level executives as a strategic AI partner, driving measurable ROI and expansion.

NuPlay builds next-generation AI agents that transform enterprise customer engagement and revenue. Backed by $27.5M in seed funding, it is a fast-scaling early-stage startup partnering with leading enterprises.

$250,000–$300,000/yr
US Unlimited PTO

  • Own the full sales cycle for enterprise AI solutions across the Western U.S., from prospecting to closing and expansion.
  • Build relationships with AI/ML and engineering stakeholders, uncovering use cases and positioning the platform to meet their goals.
  • Develop and execute sophisticated prospecting strategies, manage complex deals, and collaborate with internal teams to drive customer success.

Jobgether is a platform that uses AI to match candidates with job opportunities, streamlining the hiring process for both job seekers and employers. As a partner company, it manages applications and shares top-fitting candidates with hiring companies, fostering a collaborative and efficient recruitment environment.

US Unlimited PTO

  • Develop and execute a strategic sales plan to hit sales targets in the security for AI market.
  • Build lasting relationships with C-level executives and decision-makers to position our solutions.
  • Lead complex negotiations and collaborate with teams to deliver customized proposals and demonstrations.

HiddenLayer protects the world's most valuable technologies from adversarial AI attacks with a patent-pending solution for secure AI adoption. The fully remote global team just raised $100M in Series B funding and achieved 10x revenue growth with 50+ enterprise customers.

Global 6w PTO 26w maternity 26w paternity

  • Own the full sales cycle, from identifying leads to closing multi-year enterprise deals with Global 2000 technology companies.
  • Act as a trusted advisor, tailoring AI and NLP solutions to customer needs and driving measurable business impact.
  • Partner with channel partners and internal teams to accelerate territory growth and deliver successful deployments.

Cohere is a leading security-first enterprise AI company that builds foundation models and end-to-end products to solve real-world business problems. It is a global team of researchers, engineers, designers, and more, headquartered in Toronto with offices across the world.

$125,000–$150,000/yr
US

  • Manage full-cycle sales from outbound prospecting and discovery through product demos, negotiation, and close.
  • Build your own pipeline through cold outreach and calls to multifamily owner-operators.
  • Navigate multi-stakeholder enterprise deals with sales cycles typically lasting 2 to 5 months.

They provide an AI-powered underwriting and fraud prevention platform for real estate investors and property managers. The team is hands-on and collaborative, working directly with the CEO to refine sales strategy and close high-value accounts.

Global 4w PTO

  • Lead Propelus' Employer Growth Team across EverCheck and Immuware, owning revenue growth, sales execution, and team performance.
  • Transform a demand-responsive team into a demand-creating one by building outbound pipelines, territory plans, and coaching models.
  • Own forecast accuracy, selling materials, and performance resolution with a hands-on, values-driven leadership approach.

Propelus simplifies workforce compliance management across healthcare, connecting professionals, employers, and regulators through technology and data. A trusted leader for over 20 years, it's a remote-first, high-standards culture that values autonomy, ownership, and work-life integration.

$125,000–$170,000/yr
US

  • Build and manage an outbound-led pipeline, from prospecting and discovery through product demonstrations and closing.
  • Develop the sales playbook and processes that support the company's growth.
  • Partner with the CEO to navigate complex, multi-stakeholder enterprise sales.

We're an AI-powered insurance technology startup modernizing the insurance industry. We're an early-stage company with a lean team and a collaborative, build-from-the-ground-up culture.

US

  • Own enterprise accounts and the full sales lifecycle, from discovery to negotiation and close.
  • Align customers' technical and business needs with our AI hardware and software solutions.
  • Develop repeatable processes, sales materials, and account strategies to accelerate revenue growth.

Tenstorrent builds high-performance AI computers with RISC-V CPUs, modular chiplets, and scalable compute systems. Our diverse team of technologists values collaboration, curiosity, and solving hard problems, and we are growing to build the best AI platform possible.

US

  • Lead a world-class team of Account Executives to achieve revenue targets through strategic planning and coaching.
  • Develop and execute strategic account plans to meet or exceed ACV targets across monthly, quarterly, and annual periods.
  • Collaborate with cross-functional teams and directly engage high-priority prospects to sell the value of Motive.

Motive builds technology to improve the safety, productivity, and profitability of businesses that power the physical economy, combining IoT hardware with AI-powered applications. With over 5,000 employees and serving more than 120,000 businesses, Motive fosters a culture of ownership, trust, and high performance, recognized by Fortune and Forbes.

US Unlimited PTO

  • Develop and execute territory and account plans for existing enterprise customers.
  • Conduct discovery calls and presentations while navigating complex sales cycles.
  • Exceed quarterly and annual targets by building and growing opportunities.

Oscilar builds an AI Risk Decisioning Platform that helps banks, fintechs, and digital organizations manage fraud, credit, and compliance risk. The company is mission-driven, with a team of industry veterans from Meta, Uber, Citi, and Confluent, and fosters a culture of extreme ownership, innovation, and family-friendly balance.

US 4w PTO 16w maternity 4w paternity

  • Lead and mentor a team of Mid-Market Account Executives to accelerate performance and exceed revenue goals.
  • Own daily team operations including prospecting, funnel management, forecasting, and negotiation.
  • Collaborate with sales, marketing, and operations leaders to drive strategy and improve processes.

Fleetio is a modern software platform helping thousands of organizations manage fleet operations. The company is scaling rapidly after a $450M Series D and has been remote-friendly since 2012.

$155,000–$175,000/yr
US

  • Lead enterprise sales for generative AI infrastructure tools and build pipeline in complex accounts.
  • Own the full sales cycle, from self-sourced prospecting and technical discovery to close and forecast.
  • Partner with channel and internal teams to drive revenue and maintain strong customer relationships.

They provide a generative AI infrastructure platform for building and running AI applications. The company is scaling its enterprise sales team and values self-directed sellers who thrive in ambiguous, evolving environments.

$160,000–$170,000/yr
US

  • Manage the full sales cycle for Dataiku's enterprise AI platform, owning a Central/West US territory.
  • Engage prospects on data and advanced analytics initiatives with a consultative, customer-centric approach.
  • Collaborate with marketing, product engineering, and sales engineering to showcase platform value.

Dataiku is the enterprise AI platform for building, deploying, and governing AI at scale. The company fosters a culture of accountable camaraderie and is trusted by leading enterprises to operationalize AI as a business performance engine.

$150,000–$200,000/yr
US Unlimited PTO 12w maternity 12w paternity

  • Own the full sales cycle for Web Search APIs from prospecting to close
  • Engage technical and enterprise buyers including AI/ML engineers and product leaders
  • Run tailored demos and proof-of-concepts, partnering with Sales Engineering to win deals

You.com builds AI search infrastructure that powers modern AI systems with real-time, citation-backed information. The company is solving hard problems across search, large language models, and large-scale infrastructure with a team of engineers, researchers, product builders, and operators.

$120,000–$150,000/yr
US

  • Run discovery calls and product demos with real estate investors to match solutions to their needs and budget.
  • Convert warm leads into customers through timely follow-ups via calls, texts, and emails.
  • Develop existing accounts through regular check-ins and upsells while meeting revenue targets.

iSpeedToLead is a two-sided real estate lead marketplace serving investors, wholesalers, and operators across the United States. Built by a resilient team during the war in Ukraine, the company values ownership, adaptability, and follow-through.