Head of Sales
Prologue
Direct message the job poster from Prologue Overview Prologue has been retained by a fast growing K12 LMS company at Series A. The product is becoming a market leader and is already winning multi-year district contracts. We are hiring a Founding Head of Sales to own new ARR, build the sales motion from zero to one, and scale a high-performing team across Enterprise and Mid-Market K12. You will report to the CEO, partner closely with Product, Marketing, and RevOps, and set the standard for execution and culture. What you will do Design the full GTM playbook for K12 districts and state agencies Own the forecast, pipeline hygiene, pricing, and deal strategy in Salesforce Recruit, train, and lead AEs across Enterprise and Mid-Market segments Drive enterprise pursuits with ACVs of 200K plus and multi-year terms Navigate RFPs, board approvals, procurement, security reviews, and legal Build channel and SIS partnerships that accelerate district adoption Collaborate on demand generation with Growth Marketing and RevOps Establish metrics for win rates, cycle times, and 3x pipeline coverage What you have K12 EdTech sales experience is required 8+ years in B2B SaaS Sales with 4+ years building or leading sales teams Mastery of K12 buying cycles including RFPs and state adoption processes Proven playbook development, from ICP and territories to comp and quotas CRM discipline in Salesforce and familiarity with tools like HubSpot, Outreach, and Clay Strong executive presence and the ability to inspire and coach a team Nice to have LMS or adjacent learning ecosystem background Experience with SIS integrations and channel partnerships Prior founding or early-stage operator experience Outcomes in your first 12 months Hit or exceed your new ARR target with 3x qualified pipeline coverage Hire and onboard the first wave of AEs with clear territories and quotas Reduce average sales cycle time and increase win rates Land flagship district logos and referenceable case studies Stand up a forecast rhythm and deal review cadence with the CEO Location United States. Remote first with periodic travel to customers and company offsites. Compensation Market-competitive base, OTE, and meaningful equity. Full benefits. Final package aligned to experience. If interested in the position: Apply directly on LinkedIn, DM us directly, or email View email address on click.appcast.io with your resume. All conversations stay confidential Seniority level Mid-Senior level Employment type Full-time Job function Business Development and Sales Industries Referrals increase your chances of interviewing at Prologue by 2x #J-18808-Ljbffr Prologue
$250k - $400k
...Solutions SalesJob Number: 25-05690 Bank on a company that will help you reach your career goals. ECLARO is looking for a Head of North American Solutions Sales for our client in New York, NY. ECLARO’s client is one of the largest banking firms in the world, specializing in...Suggested$325k - $430k
...pioneer of tomorrow—because at LivaNova, we don’t just treat conditions — we aspire to alter the course of lives.Position SummaryThe Head of Sales - Obstructive Sleep Apnea (OSA) is a newly created, senior commercial leadership role responsible for building and scaling the...SuggestedFull timeRemote workWorldwide- ...and a long runway, we prioritize creating an environment where people can do the best work of their careers. The Role As Head of Sales, you'll lead and grow Outtake's revenue presence across the US. You'll build and develop a team of AEs, and go deep with the CISOs...SuggestedWork at officeFlexible hours
Outtake inc.
New York, NY3 days ago $300k - $400k
...and establishing a cash-flow positive service, we're working on our strategy to acquire our next 1M+ lines. You’ll own the overall sales strategy and execution at US Mobile. You’ll lead our sales organization, build new revenue channels, and forge partnerships that accelerate...SuggestedUS Mobile
New York, NY1 day ago$150k - $250k
...Sales & Business Development New York, NY Full-Time About VICO VICO has built the world's first AI-driven probabilistic forecasting... ...bring VICO to market. About the Role We are hiring a Head of Sales to drive enterprise adoption. You will be responsible...SuggestedFull timeContract workVico
New York, NY1 day ago- ...predictable, trackable contributions to cash purchases—without disrupting existing PBM relationships. Position Summary The Head of Sales will build and lead the company’s commercial engine, driving employer adoption, benefits consultant partnerships, and overall...
Andel Co-op
New York, NY4 days ago - ...'re building a category-defining company at the intersection of AI, audit, and enterprise trust. The Role We are hiring a Head of Sales to build Clark’s sales motion from the ground up. This person will own new business revenue, expansion revenue, sales process...RelocationRelocation package
Clark
New York, NY2 days ago £200k per year
...in AI research and engineering in developing impactful solutions that are reshaping the world of regulatory compliance. The Head of Sales, Americas & Canada East will own all commercial outcomes across the region, with a mandate split equally between expanding our existing...Contract workRelocationCUBE
New York, NY2 days ago$180k - $235k
...and Commercial segments—where your teams are shaping how the world’s leading B2B organizations predict and win revenue. As Head of Sales - East at 6sense , you will own the end‑to‑end success of your region—leading a team of Directors, Managers, and Account Executives...Full time6Sense
New York, NY4 days ago- ...Sell what you love. For us and millions of users across the globe, that's Spotify. Join the Sales team and you'll build the relationships that help grow our business in existing markets and beyond. We don't just sell creative solutions to our clients and partners, we help...Local areaWork from home
Spotify
New York, NY2 days ago - ...Overview Head of Sales | Embedded Finance & Stablecoin Payments. We’re partnering with an innovative, publicly traded fintech building the next generation of financial infrastructure. This role leads the commercial strategy for a platform spanning embedded finance,...
Salt Digital Recruitment
New York, NY2 days ago - ...theManaging Director, Mexico, this role will have full ownership of the sales organization and will be responsible for driving sustainable... ...building a high-performing and accountable sales culture. As Head of Sales, you will be both astrategic leader and a hands-on...Local area
Teads
New York, NY15 hours ago $150k - $225k
...HEAD OF SALES New York, NY • Full-time • Hybrid (3+ days/week in office) ABOUT GOVSIGNALS GovSignals is the AI system of work for government contracting. It can take the government longer to buy a capability than an adversary takes to field one, and we exist to...Base plus commissionFull timeContract workFor contractorsWork at office3 days per weekGovSignals Inc
New York, NY2 days ago- ...- and we want exceptional people to join us. But what’s the role? We are looking for an experienced, commercially-driven Head of Sales, North America to lead and scale watchTowr's enterprise sales organization across the region. You will inherit an established team...
Socket.dev
New York, NY4 days ago - ...Position Overview We're looking for a highly entrepreneurial Head of Sales – Americas to lead our commercial expansion across North and South America. Reporting directly to the CEO who is based in Italy, you'll build and scale our enterprise sales efforts across AI...Full timeContract workWork at officeLocal area
ALLSIDES Media
New York, NY3 days ago - ...dependencies that prevent them from growing. Marketing has a winning idea but design and engineering can't prioritize building the campaign. Sales needs a custom business case to close a deal but marketing is slammed. Every dependency is revenue missed. We built Mutiny to...Full timeLive in
Mutiny
New York, NY15 hours ago - ...and establishing a cash-flow positive service, we're working on our strategy to acquire our next 1M+ lines. You'll own the overall sales strategy and execution at US Mobile. You’ll lead our sales organization, build new revenue channels, and forge partnerships that accelerate...Worldwide
US Mobile
New York, NYa month ago $140k - $165k
...Vice Golf’s dedicated US commercial partner, UGL is building a high-performing sales organization to accelerate one of the most exciting brands in golf. We’re looking for an experienced Head of Sales US who is passionate about building teams, developing long-term...Full timeLocal areaRemote workFlexible hoursVICE SPORTING GOODS GMBH
New York, NY3 days ago- ...for conversational growth, with AI skills shaping how we build, how we work, and how we grow. WHO WE'RE LOOKING FOR Have you built a sales engine from scratch: defined the motion, hired the first reps, and scaled to something real? If so, this might be the most...Work at officeLocal areaFlexible hours
ManyChat
New York, NY4 days ago - ...Head Of Sales We're looking for our first Head Of Sales to build, lead, and scale revenue at Heron. This is a rare opportunity to own sales end-to-end at a fast-growing AI company. You'll work closely with the founders, sales, product, and engineering teams, to build...Full timeWork at office
Heron Data
New York, NY15 hours ago - ...the world’s largest enterprises, hedge funds, PE firms, credit investors, and venture capital firms. We’re growing fast, and our Head of Sales is one of the most consequential hires we’ll make this year. The Role You’ll own sales at Qualitate from day one. You’re taking...Full timeFlexible hours
Qualitate
New York, NY4 days ago - ...consumers to provide superior performing products that provide unique innovation to people’s everyday lives. They are looking for a Sales Director to handle strategic and day-to-day functions. The Sales Director will lead and optimize our US sales team across all classes...Full timeWork at office
OERTZENGroup
New York, NY2 days ago - ...Head of Sales Senso.ai (YC W24) · New York, NY / San Francisco, CA / Toronto, ON (Hybrid) The Mission: Infrastructure for the Agentic Web The internet was built for humans. AI agents require structure, context, and continuous verification to operate safely at...Shift work
Senso.ai
New York, NY1 day ago - ...Crystalia Glass is seeking an experienced, high-energy, and strategic Head of Sales to spearhead sustainable revenue growth and expand our market presence in the U.S. We are looking for a growth-oriented builder rather than a maintainer—a commercial leader with a...Monday to Friday
Crystalia Glass LLC
New York, NY4 days ago $300k
...and we are growing rapidly with offices in New York City and London. Location: In person, NYC. Type: Full‑Time. About the Role As Head of Sales, you will own Arva's revenue engine. This is a player‑coach role: you will carry a personal book of our most strategic...Full timeWork at officeArva AI
New York, NY1 day ago- ...future of identity with a team that holds a high bar for itself — keep reading. About the Role Socure is seeking a proven Head of Sales to lead our next phase of growth and scale as we drive toward $1B+ ARR by 2028. This executive will own end-to-end revenue performance...
Socure Inc
New York, NY3 days ago - ...spanning hardware and software. Join us in shaping a future where computers truly come alive. About the Role Sesame is seeking an Optical Sales Leader to help establish and scale our optical distribution strategy. This role requires a unique combination of relationship-...Full timeContract workFlexible hours
SESAME
New York, NY2 days ago - ...MS SHIFT is a fast-moving company seeking a highly motivated team player to join our team as the Head of Sales. We are looking for an individual who is a great relationship builder and problem solver who loves the challenge of winning over a new client. This position offers...Shift work
MS Shift
New York, NY1 day ago $190k - $225k
...how we’re building Tracksuit. We’re growing fast globally (we launched 17 new markets last quarter!), and we’re looking for a US Head of Sales to scale a high performing US Sales team through its next phase of growth. Base pay range $190,000.00/yr - $225,000.00/yr The...Full timeJanuary startWork at officeFlexible hoursTracksuit
New York, NY2 days ago- ...Head of Sales About the opportunity A Y-Combinator-backed AI company transforming how global supply chains manage freight spend. The platform applies AI to freight audit and payment - catching detention, demurrage, and accessorial overcharges before they happen...Work at office
Sellers Hub
New York, NY3 days ago
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