Jobs at OfficeSpace Software

Own the strategy, vision, roadmap, discovery, execution, and measurement of workplace management and employee engagement products. Partner with Engineering, Design, Research, Marketing, Sales, Customer Success, and Support to identify customer problems, prioritize opportunities, leverage AI-enabled workflows, deliver product capabilities, and measure customer and business outcomes.

Owns the success, retention, renewals, and expansion of strategic enterprise SaaS customers. Builds executive relationships, leads onboarding and adoption, develops success plans, conducts QBRs, analyzes customer health and business outcomes, and partners cross-functionally to resolve issues and influence product direction. Uses AI and customer success platforms to predict risk, automate workflows, identify opportunities, and improve scalable customer success practices.

Leads the B2B SaaS sales development organization, owning inbound and outbound pipeline, strategic ABX, account penetration, forecasting, capacity planning, and SDR performance. Builds and coaches SDR and Senior SDR teams, develops talent pathways, improves funnel conversion, and partners cross-functionally with Sales, Marketing, Revenue Operations, Finance, and Enablement. Designs and governs AI-enabled GTM workflows, measuring their impact on productivity, pipeline, conversion, buyer experience, and acquisition cost.

Lead architecture, design, and delivery of scalable Ruby on Rails and React enterprise applications. Build AI-assisted engineering workflows, own projects end-to-end, embed automated testing, optimize performance and reliability, champion security, and mentor engineers while partnering with Product and Design.

Lead architecture, governance, integrations, security, and performance of a 250+ user Salesforce ecosystem. Design scalable GTM workflows, manage DealHub CPQ, build integrations (HubSpot, Gong, BigQuery, Fivetran), implement AI-enabled automations, maintain data quality, and provide executive reporting, release management, training, and continuous improvement.

Own success, retention, renewals, and growth for enterprise customers; build executive relationships; drive adoption and measurable business outcomes; use AI-powered platforms to monitor health, predict risk, run QBRs, and identify expansion; partner cross-functionally to resolve issues and influence product; design scalable, AI-assisted engagement workflows and playbooks.

Lead full-cycle recruiting across corporate functions in US, Canada, and Costa Rica. Own workforce planning, sourcing, candidate experience, hiring strategy, and offer negotiation. Build diverse pipelines, design scalable recruiting programs and structured interviews, analyze recruiting metrics, and advise leaders on compensation and hiring trends while leveraging AI to improve recruiting efficiency and outcomes.

Own and grow a portfolio of high-value enterprise accounts by developing multi-year expansion strategies, creating pipeline, leading complex multi-stakeholder sales motions, partnering cross-functionally to drive adoption, and positioning OfficeSpace as a platform to deliver measurable business outcomes.

Own full-cycle new-logo acquisition for a defined Mid-Market territory: prospect using AI tools, run value-based sales cycles with senior buyers, deliver demos, create AI-assisted proposals, negotiate contracts, maintain pipeline in Salesforce, and hit new-logo revenue targets.

Own and grow a portfolio of strategic enterprise accounts by developing multi-year expansion plans, creating pipeline, leading complex multi-stakeholder sales motions, driving executive-level value conversations, and partnering with Client Success, Product, and Solutions to ensure adoption and expansion.

Own new-logo acquisition for a defined mid-market territory: prospect, run full-cycle, value-sell to senior buyers, deliver demos, negotiate contracts, maintain pipeline and forecasts using Salesforce and revenue intelligence tools, and use AI-assisted prospecting and proposals to meet and exceed new logo revenue targets.

The Lead Software Engineer will architect and evolve OfficeSpace's AI platform, focusing on full-stack systems, AI features, and mentorship while ensuring performance, reliability, and security.

Build outbound pipeline into mid-market and enterprise accounts using ABX programs and AI-powered sales tools. Research and map stakeholders, personalize outreach, run cadences, qualify using MEDDPICC, and partner with AEs to accelerate pipeline and hit weekly/monthly targets.

In this role, you will analyze performance across revenue and finance, create models, support forecasts, and generate insights to inform strategic decisions.