{"id":2744718,"url":"https://alion.io/job/bold-sales-enablement-specialist","title":"Sales Enablement Specialist","company":{"id":1931513,"name":"BOLD","domain":"bold.com","url":"https://alion.io/company/bold-com","size_band":null,"is_staffing_agency":false,"employer_type":"direct","is_intermediary":true,"listed_via":null,"ats_vendor":"Greenhouse","truth_index":{"grade":"B","score":75,"open_postings":9,"ghost_share":0,"stale_share":1,"repost_share":0,"time_to_fill_p50_days":null,"computed_at":"2026-10-24T06:02:35Z"}},"role":"Sales","role_family":"Sales","seniority":"middle","employment_type":null,"work_mode":"on_site","remote_scope":null,"remote_scope_basis":null,"remote_working_hours":null,"hiring_geo_confidence":"structured","locations":["Puerto Rico"],"countries":["PR"],"hiring_countries":[],"hiring_countries_total":0,"salary":null,"salary_estimate":null,"experience_years_min":4,"visa_sponsorship":false,"relocation_package":false,"has_equity":false,"technologies":[{"name":"HubSpot","optional":false},{"name":"Salesforce","optional":false}],"status":"live","first_seen_at":"2026-10-16T17:08:30Z","employer_posted_date":"2026-10-16","last_verified_at":"2026-10-24T22:57:33Z","board_verified":true,"closed_at":null,"days_open":8,"trust":{"level":"ok","repost_count":null,"flags":[],"days_open":8},"description":"We are seeking a Sales Enablement Specialist to lead internal enablement for BOLD's B2B Sales team. You will build and deliver onboarding, ongoing training, messaging, playbooks, and coaching that strengthen seller readiness and improve execution. You will use performance data to identify skill gaps and measure program effectiveness, with a focus on win-back results and sales program win rates. You will work closely with Sales leaders, Sales Operations, Marketing, and the Adoption & Enablement Specialist to ensure training reflects both business priorities and the customer experience.\n\nAbout This Team\nThe Sales Operations team equips our B2B Sales organization with the processes, tools, insights, and training needed to perform effectively. We work closely with Sales, Marketing, and post-sale partners to turn business priorities and customer feedback into practical programs for the Sales team. The team is collaborative, hands-on, data-informed, and focused on continuous improvement.\n\nWhat You’ll Do\nSales Onboarding and Development: Lead internal onboarding and ongoing training that build the skills, knowledge, and confidence needed for Sales team success.\nEnablement Content: Develop and maintain standardized messaging, playbooks, call guides, objection-handling resources, and competitive materials for the Sales team.\nCapability Assessment: Partner with Sales leaders and Sales Operations to use performance data and field feedback to identify skill gaps and prioritize enablement needs.\nTraining and Coaching: Facilitate workshops, role-play sessions, and coaching on sales conversations, win-back strategies, product value, and other priority topics.\nCross-Functional Alignment: Work with Marketing, Sales leaders, and subject matter experts to ensure enablement content reflects approved messaging, processes, and business priorities.\nCustomer Experience Insights: Partner with the Adoption & Enablement Specialist to incorporate customer training insights and coordinate select product-specific sessions, such as best practices for using resume search, while maintaining primary ownership of internal Sales enablement.\nProgram Measurement: Track win-back results and sales program win rates to evaluate program impact and continuously improve training and resources.\n\nWhat You’ll Need\nExperience: 4+ years of experience in Sales Enablement, Sales Training, Sales Operations, or a related B2B sales function.\nProgram Development: Experience designing and delivering onboarding, ongoing training, and enablement programs for B2B sales teams.\nSales Knowledge: Strong understanding of B2B sales cycles, seller workflows, and the skills needed to support new business, retention, and win-back efforts.\nContent Development: Ability to turn complex product, process, and sales information into clear, practical training materials and playbooks.\nFacilitation and Coaching: Strong presentation, workshop facilitation, role-play, and coaching skills for both new and experienced sales professionals.\nData and Measurement: Ability to interpret sales performance data, identify trends, and use KPIs to evaluate and improve enablement programs.\nTools and Collaboration: Proficiency with CRM systems such as Salesforce or HubSpot and the ability to work effectively across Sales, Sales Operations, and Marketing.\n\nWhat's Good to Have\nIndustry Experience: Experience in recruitment, staffing, professional services, or HR technology.\nSales Experience: Prior experience as an Account Executive, Account Manager, or Business Development professional in a B2B environment.\nSales Methodologies: Familiarity with structured sales methodologies such as Challenger or MEDDIC.\nEnablement Technology: Experience with learning management systems, content platforms, or sales enablement tools.\nCustomer Adoption Partnership: Experience partnering with Customer Success, product adoption, or client training teams.\nBenefits\nOutstanding Compensation\nCompetitive salary\nBi-annual bonus\n401(k) plan with match\nEquity in company\nFlexible spending accounts (health, dependent care)\nInternet and home office reimbursement\nIn-office catered breakfast and lunches\n100% Full Health Benefits\nMedical, dental, and vision (optional plans for your family)\nLife & long-term disability insurance (optional)\nMental health support and resources\nWellness reimbursement (gym, health apps, etc.)\nPet Insurance (optional)\nFlexible time away\nFlexible PTO\nSick time policy\nObserved holidays\nCertain group health plans are required to disclose on a public website information regarding in-network provider rates and historical out-of-network allowed amounts and billed charges for covered items and services in two separate machine-readable files (MRFs). The MRFs for the Triple S Salud medical benefit plans are linked below as of July 1, 2022:\nhttps://salud.grupotriples.com/en/transparency-in-coverage-machine-readable-files/\nELIGIBILITY \nLOCATION\nThis position requires the candidate to work in Puerto Rico. We welcome applicants who currently reside in Puerto Rico or those willing to relocate there.\nAbout Bold\nWe Transform Work Lives\nAs an established global organization, BOLD helps people find jobs. Our story is one of growth, success, and professional fulfillment. We create digital products that have empowered millions of people in 180 countries to build stronger resumes, cover letters, and CVs. The result of our work helps people interview confidently, finding the right job in less time. Our employees are experts, learners, contributors, and creatives.\nWe Celebrate And Promote Diversity And Inclusion\nWe value our position as an Equal Opportunity Employer. We hire based on qualifications, merit, and our business needs. We don't discriminate regarding race, color, religion, gender, pregnancy, national origin or citizenship, ancestry, age, physical or mental disability, veteran status, sexual orientation, gender identity or expression, marital status, genetic information, or any other applicable characteristic protected by law.\nUnder San Francisco's Fair Chance Ordinance, qualified applicants with arrest and conviction records will be considered for the position.","description_format":"text","description_chars":6163,"description_truncated":false,"requirements":{"experience_years_min":4,"management_years_min":null,"team_size_min":null,"manages_managers":false,"education":null,"security_clearance":false,"languages":[]},"benefits":["Equity","Home office"],"hiring_locations":[{"name":"Puerto Rico","iso":"PR","kind":"country"}],"hiring_excludes":[],"relocation_offered":true,"industries":["Recruiting & Staffing","Job Boards & Aggregators"],"lifecycle":[{"event":"open","at":"2026-10-16T22:06:06Z"}],"visa":[],"liveness":{"score":89,"band":"hot","label":"Hiring now","p_open":1,"p_active":0.891,"p_room":1,"age_days":7,"expected_fill_days":23,"reasons":["conf:2","velocity","win:early"],"computed_at":"2026-10-24T06:02:35Z"},"pay":null,"html_url":"https://alion.io/job/bold-sales-enablement-specialist","json_url":"https://alion.io/job/bold-sales-enablement-specialist.json","meta":{"generated_at":"2026-10-24T23:27:37Z","cache_seconds":300,"methodology":"https://alion.io/methodology","terms":"https://alion.io/terms","contact":"https://alion.io/contact","api":"https://alion.io/developers","about":"Alion is a live layer of people, companies and AI agents: who they are, whether they are real and active right now, what they do and how to work with them, readable by people and by agents and paid per call.","catalog":"https://alion.io/catalog.json","usage":{"tier":"crawler_verified","counted_by":"address","units_charged":1,"used_today":34496,"day_limit":null,"remaining_today":null,"minute_limit":300,"resets_at":"2026-10-25T00:00:00Z"}},"offers":[{"id":"company.slices","title":"One company in depth, by slice","status":"live","price":{"credits":0.02,"usd":0.002,"plus_per_slice":{"credits":0.05,"usd":0.005}},"unit":"per company, plus each slice with data","note":"the employer in depth","call":{"mcp_tool":"get_company","arguments":{"id":1931513},"rest":"https://alion.io/mcp/rest/get_company?id=1931513"},"human":"https://alion.io/catalog?offer=company.slices&for=job%2Fbold-sales-enablement-specialist"},{"id":"market.stats","title":"A market slice: pay, demand and time to fill","status":"live","price":{"credits":1,"usd":0.1},"unit":"per slice","note":"pay, demand and time to fill for this role and place","call":{"mcp_tool":"market_stats"},"human":"https://alion.io/catalog?offer=market.stats&for=job%2Fbold-sales-enablement-specialist"},{"id":"job.search","title":"Open jobs by role, technology, place, pay and visa","status":"live","price":{"credits":0.02,"usd":0.002},"unit":"per posting in a list","note":"similar open postings","call":{"mcp_tool":"search_jobs"},"human":"https://alion.io/catalog?offer=job.search&for=job%2Fbold-sales-enablement-specialist"},{"id":"company.verify","title":"Is this company real and active right now","status":"pilot","price":null,"unit":"per company","request":{"url":"https://alion.io/catalog/request","method":"POST","body":"{\"offer\": \"company.verify\", \"for\": \"job/bold-sales-enablement-specialist\", \"note\": \"what you need it for\"}"},"human":"https://alion.io/catalog?offer=company.verify&for=job%2Fbold-sales-enablement-specialist"}]}