Head of Sales (B2B) (Remote)

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.

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.

We are growing fast and building the GTM team to match. As our first dedicated Senior Sales Manager, you will be the person who turns a high-performing but loosely structured sales team into a disciplined, accountable revenue machine.

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.

Manage a team of Strategic AEs and a Junior AE across domestic and EU territories

Own coaching, pipeline reviews, deal strategy, and performance accountability

Build structured onboarding and ramp plans for new AE hires

Carry a personal quota

Operate as a player/coach — carry a $100k/quarter personal quota

Work live deals, support complex opportunities, and cover strategic accounts during team transitions

Stay close to the market and bring real deal intelligence back to the team

Own the sales motion

Define and enforce a consistent sales process from discovery through close

Work with marketing to align on MQL definition, lead quality, and pipeline health

Collaborate with the CRO and Partner Managers to maximise partner-sourced pipeline

Maintain clean CRM hygiene and accurate forecasting in HubSpot

Work with country managers in APAC and LATAM on deal support and pipeline strategy

3+ years in B2B SaaS or professional services sales, with at least 2 years in a sales leadership or player/coach role

Proven track record of hitting and exceeding personal quota while managing a team

Strong coaching instincts — you make the people around you better

Data-driven — you run your team on pipeline metrics, not gut feel

HubSpot proficiency or equivalent CRM experience

Experience building or scaling a direct sales motion from a partner-heavy baseline

Experience managing internationally distributed teams or EU territory

Remote-first. PTO and National Holidays

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