Sales Enablement Manager

About STACK Construction Technologies

STACK Construction Technologies is a leading cloud-based preconstruction software platform purpose-built for contractors, subcontractors, and specialty trades. Our platform streamlines takeoff, estimating, and build & operate workflows for thousands of construction professionals across North America. We are a growth-stage SaaS company on a mission to modernize the construction industry – and we're building the team that will take us to the next level.

Position Overview

The Sales Enablement Manager will own the systems, content, and programs that make our sales team more effective. This is a high-impact, cross-functional role sitting at the intersection of sales, marketing, and product – responsible for ensuring every rep has the training, tools, and playbooks they need to win.

This is the right role for someone who has lived the realities of a quota-carrying sales environment, understands what actually helps reps close deals, and has the operational discipline to build programs that scale. You'll work closely with sales leadership, marketing, and product to close the gap between strategy and execution.

Essential Performance Responsibilities and Expectations

Sales Onboarding & Ramp

• Own the full onboarding experience for new sales hires – from pre-boarding through ramp completion
• Build and maintain a structured ramp program with clear milestones, role-play checkpoints, and certification requirements
• Reduce time-to-first-close by ensuring new reps are confident in STACK's product, value proposition, and sales motion before they hit the phone

Playbooks & Sales Content

• Develop and maintain core sales playbooks covering prospecting, discovery, demo, objection handling, and closing for SMB and mid-market segments
• Partner with marketing to build a library of battle cards, competitive positioning guides, and ROI frameworks tailored to construction industry buyers
• Keep all content current as STACK's product and market evolve – nothing stale, nothing unused

Training & Ongoing Development

• Partner with Marketing on campaign-to-rep handoff, ensuring sales has context on demand gen programs, ICPs, and content assets in market
• Design and deliver ongoing skills training for the sales team – pipeline management, discovery methodology, multi-threading, negotiation
• Run regular deal reviews, call coaching sessions, and win/loss analysis to identify skill gaps and build targeted training responses
• Partner with sales managers to build individual development plans for reps at different stages of growth

Tools & Technology

• Own the sales tech stack from an enablement perspective – CRM (Salesforce/HubSpot), sales engagement platform, conversation intelligence, and AI tools
• Drive adoption of tools and ensure reps are using them in ways that actually improve performance, not just compliance
• Identify gaps in the current stack and make recommendations for tools that solve real sales problems

Metrics & Accountability

• Define and track enablement KPIs: ramp time, quota attainment rates, win rates, content usage, training completion, and pipeline health
• Report regularly to sales leadership on program effectiveness and iterate based on what the data shows
• Own the feedback loop between field insights and the content / training you build

Required Experience, Knowledge and Characteristic Attributes

Must have demonstrated experience, knowledge, and characteristic attributes in the following:

• 4+ years of experience in sales enablement, revenue operations, or a quota-carrying sales role in a B2B SaaS environment
• Proven track record building enablement programs from scratch or significantly improving existing ones – not just maintaining a content library
• Deep understanding of the full sales cycle in a SaaS context: prospecting, discovery, demo, POC, negotiation, close
• Strong instructional design instincts – you know how adults learn and how to turn complex information into clear, actionable training
• Hands-on experience with Salesforce or HubSpot, plus at least one sales engagement platform (Outreach, Salesloft, Apollo) and a conversation intelligence tool (Gong, Chorus)
• Excellent communication skills – you can write a tight one-pager, run a compelling training session, and influence without authority
• Experience in a construction, infrastructure, or trades-adjacent industry is a strong plus – you understand our buyer's world
• Comfortable operating in a fast-moving, resource-conscious environment where you build things yourself rather than delegating to a team

We are an equal opportunity employer and value diversity at our company. We do not discriminate on the basis of race, religion, color, national origin, gender, sexual orientation, age, marital status, veteran status, or disability status. We are committed to building a team that represents a variety of backgrounds, perspectives, and skills. The more inclusive we are, the better our work will be.

We are interested in every qualified candidate who is eligible to work in the United States. However, we are not able to sponsor visas.

 We take into account an individual’s qualifications, skillset, and experience in determining final salary. This role is eligible for health insurance (medical, dental & vision), life insurance, 401(k) & paid time off. The expected compensation range for this position is about $90,000-$118,000 USD. The actual offer will be at the company’s sole discretion and determined by relevant business considerations, including the final candidate’s qualifications, years of experience, skillset, and geographic location. #LI-Remote