Chief of Staff

Insightsoftware

Job Location:

Any - USA

Monthly Salary: Not Disclosed

Posted on: 6 hours ago

Vacancies: 1 Vacancy

Job Summary

Position Overview

Seeking an exceptional Chief of Staff to serve as strategic partner to the President & General Manager driving operational excellence across our $122M ARR Data Analytics business. This role orchestrates our transformation from 14 fragmented products into a unified AI-first platform executing our mission to make intelligent products the standard.

Key Responsibilities

Strategic Leadership & Executive Partnership

Partner with President & General Manager on strategic planning decision-making and priority setting across Connect Analyze Collaborate and Intelligence product categories

Drive business unit-wide strategic initiatives through the Strategic Deployment Process (SDP) ensuring alignment between corporate objectives and business unit execution

Lead quarterly SDP cycles X-Matrix development and accountability frameworks

Represent the President & General Manager in senior leadership meetings and cross-functional forums when needed

Business Unit Operations Excellence

Own and optimize the day-to-day operating cadence for the Data Analytics business through standups monthly executive reviews and strategic review sessions

Drive internal adoption and evangelism of AI-first transformation across the business embedding AI capabilities and mindset into all operations and decision-making

Establish and drive comprehensive metrics review framework covering pipeline bookings ARR retention and product performance across product pillars

Lead cross-functional goal setting that aligns with company Rally Cry and strategic objectives

Portfolio Rationalization & Platform Consolidation

Spearhead product rationalization initiative to consolidate 14 products into unified platform under Simba brand

Execute 3-year portfolio migration strategy moving $45M ARR from legacy products to modern platforms.

Lead business transformation initiatives including brand consolidation unified go-to-market positioning and platform integration roadmap

Drive business transformation initiatives including organizational design process optimization and operational improvements

Oversee strategic projects such as market expansion partner ecosystem development and customer migration programs

Organizational Development

Lead organizational structure optimization and design working with HR on hiring strategy and talent development

Support executive team through talent assessment succession planning and team development initiatives

Foster effective collaboration with centralized teams (marketing web automation) while maintaining business autonomy as a good corporate citizen

Communication & Stakeholder Management

Facilitate internal communications ensuring consistent messaging around AI-first positioning and unified platform vision

Prepare executive-level materials presentations and board updates

Coordinate business participation in company-wide initiatives and corporate planning cycles

Facilitate alignment between dedicated Data Analytics resources and shared corporate services

What Success Looks Like:

SDP execution with clear X-Matrix accountability and quarterly goal achievement

Platform consolidation milestones achieved: 145 products by FY28

90% customer retention through no-force migration strategy

AI adoption metrics showing internal transformation progress

Operational excellence enabling $122M$130M ARR growth trajectory

Cross-functional alignment and good corporate citizen reputation

Qualifications :

Required Qualifications:

7-10 years progressive experience in strategy operations or management consulting roles preferably in B2B SaaS or enterprise software

Proven track record leading complex cross-functional initiatives and organizational transformations

Strong strategic thinking with exceptional analytical and problem-solving capabilities

Outstanding communication and presentation skills; ability to influence without authority

Experience with portfolio rationalization product consolidation or platform transformation initiatives

Comfort operating in ambiguous fast-paced environments with competing priorities

Bachelors degree required; MBA or advanced degree strongly preferred

Preferred Qualifications:

Experience in data/analytics embedded software or AI/ML product companies

Background in regulated industries (financial services healthcare manufacturing)

Familiarity with Hoshin Kanri X-Matrix or similar strategic deployment methodologies

Understanding of on-premise software business models and hybrid cloud transitions

Previous Chief of Staff or similar strategic leadership role experience

Why This Matters

Youll help steer how 3600 customersincluding Microsoft Databricks Snowflake HSBC Qlikthink about embedding trusted intelligence into enterprise products. This is the rare combination of meaningful scale ($122M ARR business targeting $150M over 3 years) with genuine transformation opportunity. Prove that AI-augmented marketing delivers exponential leverage while establishing new category leadership in a $4B regulated enterprise market.

Our North Star: Make our customers products the smartest person in the room.

Additional Information :

** At this time insightsoftware is not able to offer sponsorship to candidates who are not eligible to work in the country where the position is located. **

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Remote Work :

Yes

Position Overview Seeking an exceptional Chief of Staff to serve as strategic partner to the President & General Manager driving operational excellence across our $122M ARR Data Analytics business. This role orchestrates our transformation from 14 fragmented products into a unified AI-first platfor...