Job Description

Insight Assurance is a fast-growing cybersecurity compliance and audit firm founded by former Big 4 professionals. We help companies achieve and maintain compliance across SOC 2, ISO 27001, PCI DSS, HITRUST, FedRAMP, CMMC, and more.

Our team combines the rigor of Big 4 auditing with the speed and service quality that modern tech companies demand. We're scaling rapidly and building the revenue infrastructure to match.

The Role

We’re hiring a Senior Revenue Operations Manager to be the operational backbone of our revenue engine. You’ll report directly to the CRO and own the systems, data, and processes that keep our go-to-market running efficiently.

This is a hands-on, high-ownership role you won’t be managing a team initially, but you’ll have significant influence on how we scale.

If you live in HubSpot, care deeply about clean data, and get genuinely excited about building forecasting models leadership can trust this role is for you.

What You’ll Own

HubSpot Administration & Hygiene

• Own HubSpot as the system of record across Sales, Marketing, and Customer Success
• Design and enforce data standards, lifecycle stages, deal stage definitions, and field governance
• Build and maintain workflows, sequences, custom properties, and integrations
• Audit CRM health proactively and resolve data quality issues before they impact reporting

Pipeline Management

• Partner with AEs, BDRs, and CSMs to maintain pipeline accuracy and deal hygiene
• Build and manage pipeline review cadences and frameworks
• Identify coverage gaps, velocity issues, and at-risk deals — surface them to the CRO in real time

Reporting & Dashboards

• Build and maintain executive dashboards covering pipeline, bookings, revenue, and customer success metrics
• Develop weekly, monthly, and quarterly reporting packages for the CRO and founders
• Own funnel analytics from lead through close, including partner-sourced and influenced attribution

Revenue Forecasting & Planning

• Build and maintain rolling revenue forecasts and scenario models (upside, base, downside)
• Support capacity planning, quota setting, and territory design in partnership with the CRO
• Model the impact of headcount changes, pricing shifts, and partner contributions on revenue outcomes

What We are Looking For

Must-Haves

• 4+ years in Revenue Operations, Sales Operations, or a closely related function
• Deep, hands-on HubSpot expertise — you’ve built it from the ground up or significantly rebuilt it
• Strong instincts for data hygiene — bad data offends you
• Experience building revenue forecasts and models (spreadsheet-native, ideally with HubSpot integration)
• Fluent in English and able to work Eastern Time hours
• Comfortable reporting directly to a CRO and operating with high autonomy

Nice-to-Haves

• Experience with Clay or similar data enrichment tools
• Exposure to commission and comp plan modeling (quota design, accelerators, SPIFFs)
• Background in B2B SaaS, professional services, or cybersecurity

Why Join Insight Assurance

• Direct line to the CRO — your work shapes strategy, not just operations
• Join a company at an inflection point: strong fundamentals, aggressive growth targets, and a GTM engine being built for scale
• Remote-first, async-friendly culture with a team that takes quality seriously
• Competitive compensation for the market, paid in USD via Deel/Remote

Privacy Notice GDPR:

This notice informs you about the categories of Personal Data/ Information and the Purpose and Scope of Processing Activities to be undertaken by Insight Assurance (we, us, our), under its job application and recruitment process.

We resort to Greenhouse.com as the platform that supports our recruitment process, and therefore your Personal Data/ Information will be Processed on this tool (hosted, shared with, cross-referenced, accessed by our team); we have in place contractual terms and the commitment of Greenhouse.com that ensures the Security and Confidentiality plus Purpose limitation with regards to the Processing of your Personal Data.

When you reply to one of your job postings, you voluntarily and freely submit your Personal Data to us; this, allied with the fact that the Processing by us (and over Greenhouse.com) of that Personal Data has the sole Purpose of validating your application and proceeding with the inherent scrutiny and decision, allows us to argue having Legitimate Interest as the applicable Legal Basis to undertake the Processing of your Personal Data under this scope.

We are a U.S. based company, hence some or all Personal Data pertaining to you will be hosted in the U.S.

The categories of Personal Data under Processing consist of:

• Identification
• Contact
• Education and Professional
• Interview performance
• Evaluation

You may exercise several Rights as determined under applicable Personal Data Protection legislation, in short:

• Right of Access – meaning getting information about the Personal Data under Processing by us, except for the information you already know;
• Right of Erasure – you may ask for us to erase all Personal Data pertaining to you under Processing; this may imply you being excluded from the recruitment process, for without information we cannot proceed with it;
• Right of Opposition or Restriction of Processing – you may ask us to stop some Processing or restrict the Processing of some Personal Data, this may imply you being excluded from the recruitment process, at our sole discretion also for without information we cannot proceed with it;
• Rectification – you can rectify your Personal Data at anytime