Truehold is seeking a Sales Operations & Enablement Manager to establish and lead the infrastructure that drives sales effectiveness and consistency across both entities.

This is a foundational role, not one embedded within an established GTM organization. Reporting to the VP of Sales Strategy & Operations, you will partner closely with sales leadership to design and execute the core programs, tools, and content that enable rep performance - including onboarding, CRM administration, playbooks, training, and reporting.

The role offers high visibility, meaningful ownership, and individual contributor scope. Candidates who have built or transformed sales enablement functions and are comfortable operating without a predefined roadmap will thrive.

What You'll Own

• Design and manage structured onboarding programs across Truehold and Truehold Financial sales roles, including role-specific ramp plans, product training, and clear 30/60/90 milestones
• Build and maintain the core enablement library—playbooks, talk tracks, battlecards, and product materials—grounded in how deals are actually won
• Deliver ongoing enablement through targeted training, micro-learning, and workshops aligned to product updates, methodology, and performance gaps
• Diagnose skill and knowledge gaps using data and field insight, and design solutions that drive measurable improvements in productivity, pipeline, and revenue
• Define and track enablement KPIs (e.g., time-to-productivity, win rates, quota attainment, content adoption) and iterate programs based on results
• Document and standardize the end-to-end sales motion, maintaining SOPs and owning the sales knowledge base (Notion) for accuracy and accessibility
• Partner cross-functionally with Sales, RevOps, Marketing, and Product to support GTM initiatives, product launches, and process changes with strong field readiness
• Evaluate, implement, and drive adoption of sales tools and CRM workflows, translating operational changes into clear, actionable enablement
• Build a coaching and continuous learning ecosystem in partnership with sales leadership, incorporating manager feedback, peer learning, and performance insights
• Monitor market trends and leverage emerging tools (including AI) to continuously improve enablement speed, quality, and impact

Who You Are

• You've done this before — at a SaaS company, a financial services firm, or somewhere in between. 
• You're a builder who's energized by an empty page, operator-brained enough to notice when the CRM doesn't match how deals actually move, and commercially aware enough to know which enablement investments reps will actually use. 
• You manage your own priorities, communicate proactively, and don't need daily check-ins.

Qualifications

Required:

• 3–6 years in sales ops, sales enablement, or GTM-adjacent ops (ideally at a 20–100 person sales org). Demonstrated experience building or significantly overhauling an enablement function. 
• Salesforce experience is a big plus
• Track record of creating content reps actually adopt. Strong analytical and written communication skills.

Preferred:

•  Financial services, real estate, or consultative sales background. 
• Notion power user. 
• Familiarity with LMS or sales readiness platforms. 
• Experience supporting a team through a new product launch or go-to-market change.

Your impact

Our team of Real Estate Specialists are the frontline champions of our mission. Each RE Specialist is an expert at cultivating customer relationships and ushering deals across the finish line.

About Truehold

Truehold is transforming home equity access and helping thousands of Americans make their wealth work for them. By combining a home sale with a standard lease, we create flexible solutions that allow homeowners to cash out their equity without the stress of moving or paying back overwhelming loans. Truehold customers sell their homes and then stay as a renter.

We are growing quickly, operating in over 20+ cities and expanding into new markets to meet increasing demand. With 2,000+ transactions completed, Truehold’s team of real estate experts and creatives is scaling to provide exceptional service to homeowners across the country. As we grow, we remain committed to setting new standards through a thoughtful, forward-thinking offering that delivers value every step of the way.

Behind every home sale transaction is a person making an important life decision. That’s why Truehold delivers on its promises with clear communication, and unwavering support. Joining us means being part of a mission-driven team that empowers homeowners to achieve their financial goals.

You’ll own

• Providing best-in-class, end-to-end customer experiences from inbound lead to close
• Discovering individual seller motivation and matching our Sale-Leaseback product to their needs
• Managing pipeline activity in Salesforce
• Sharing key learnings with team members to increase team success
• Partnering with teams across the business including Transaction Managers, Marketing and Real Estate
• Serving as a brand ambassador to customers, partners, and other stakeholders

You bring

• Proven ability to meet and exceed quotas in a metric-driven environment
• Ability to build strong rapport over the phone
• Ability to learn our product and process and educate customers
• Proficient in CRM tools
• Experience in Real Estate or Business Development is a plus
• Ability to obtain a license (Licensed Real estate agent preferred)
  

We provide

• A collaborative, people-first culture with a passion for doing good and enjoying doing it
• A unique opportunity to build our brand in the early stages
• Competitive benefits and compensation, including 401(k) w/match
• Generous PTO and paid holidays 

About us

Truehold is the nation's leading provider of residential sale-leasebacks, the preferred choice for homeowners who want to unlock their equity without taking on debt or moving. We've brought together industry-leading experts to unlock over $200 million in home equity. Our mission is to create a new type of senior living that enables people to enjoy their health and wealth as they age, without giving up their homes.