Insight Assurance is a global audit firm on a mission to transform how organizations achieve cybersecurity and compliance. Founded by former Big 4 (EY) professionals, we deliver next-generation audit services across SOC 2, ISO 27001, PCI DSS (QSA), HITRUST, CMMC (C3PAO), and FedRAMP (3PAO) frameworks.We’re not your traditional audit firm — we’re tech-enabled, leveraging compliance automation and advanced collaboration tools to make audits faster, smarter, and more impactful for our clients. Recognized on the Inc. 5000 and Fast 50 lists, Insight Assurance is one of the fastest-growing global audit firms, with 170+ professionals supporting nearly 2,000 clients across the Americas, EMEA, and APAC.The OpportunityWe are growing fast and building the GTM team to match. As our first dedicated Head of Sales, you will be the person who turns a high-performing but loosely structured sales team into a disciplined, accountable revenue machine.This is a player/coach role. You will carry a personal quota, work live deals, and be in the trenches with the team every day — while also owning the culture, structure, and accountability that makes the whole GTM motion work. You will report directly to the CRO and have an immediate impact on how we grow.What You'll DoLead and develop the sales teamManage a team of Strategic AEs and a Junior AE across domestic and EU territoriesOwn coaching, pipeline reviews, deal strategy, and performance accountabilityInstall a self-sourcing culture — every AE is expected to source, not just closeBuild structured onboarding and ramp plans for new AE hiresCarry a personal quotaOperate as a player/coach — carry $100k/quarter personal quotaWork live deals, support complex opportunities, and cover strategic accounts during team transitionsStay close to the market and bring real deal intelligence back to the teamOwn the sales motionDefine and enforce a consistent sales process from discovery through closeWork with marketing to align on MQL definition, lead quality, and pipeline healthCollaborate with the CRO and Partner Managers to maximise partner-sourced pipelineMaintain clean CRM hygiene and accurate forecasting in HubSpotDrive geo executionSupport EU territory build alongside the London-based Strategic AEWork with country managers in APAC and LATAM on deal support and pipeline strategyWhat We're Looking ForMust have5+ years in B2B SaaS or professional services sales, with at least 2 years in a sales leadership or player/coach roleProven track record of hitting and exceeding personal quota while managing a teamExperience in compliance, cybersecurity, GRC, or adjacent markets — you understand the buyer and the conversationStrong coaching instincts — you make the people around you betterData-driven — you run your team on pipeline metrics, not gut feelHubSpot proficiency or equivalent CRM experienceStrong plusExperience building or scaling a direct sales motion from a partner-heavy baselineFamiliarity with channel and partner-led GTM modelsExperience managing internationally distributed teams or EU territoryEarly-stage or growth-stage company experience — you know how to operate without perfect infrastructureWhat We OfferEquity participationRemote-first — work from anywhere in the USDirect line to the CRO and meaningful influence on GTM strategyA team that is already performing — you are here to elevate it, not rebuild from zeroFast-moving, low-bureaucracy environment where decisions get made, and things get donePTO and National Holidays

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Head of Sales - US Remote

Emma

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