What we do

Adaptive is a rapidly growing vertical software company of 34 building world class financial tools for real estate and construction. We have raised $26m from Emergence, a16z, and other top funds as well as a collection of angels from companies like Brex, Ramp, Airbase, Square, and Shopify.

Why join us?

Power the local built environment

We serve the small businesses that are building communities across our country. Your favorite local café, the new house on the corner, or the ADUs helping to solve the housing crisis were all built by our customers--those that have lived in their cities for their entire lives and have a true passion for their craft. These are creative, dynamic, skilled individuals who bring neighborhoods to life by conceiving of and constructing environments where people connect and build memories.

Join a world class team

We have built a culture rooted in collaboration and execution - and experience! We have deep backgrounds in finance, technology and construction and a fast-growing customer base. We have the momentum, team, and vision to win in this massive market. We'd love for you to join us.

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Role summary

As Adaptive’s first Head of Sales, you’ll play a pivotal role in driving our revenue growth and scaling our sales organization. This is a unique opportunity to join a well-funded, rapidly growing startup with clear product-market fit, and help shape the foundation of our sales team. You’ll work closely with our CEO to design and execute a scalable sales process, refine our go-to-market strategy, and build a high-performing team of Account Executives (AEs) and Business Development Representatives (BDRs).

We’re looking for someone who thrives in early-stage environments, understands the dynamics of high velocity sales, and is excited to roll up their sleeves to lead from the front. You’ll need to balance strategic vision with hands-on execution—closing deals, mentoring team members, and iterating processes to build a revenue engine that scales.

Responsibilities

• Drive ARR Growth Through a Repeatable, Scalable Sales Process: Develop and implement a repeatable, efficient sales process, optimizing CRM usage, pipeline visibility, and forecast accuracy to create a predictable revenue engine.

• Recruit and Lead a High-Performing Sales Team: Build, onboard, and mentor a team of AEs and BDRs, equipping them with the tools, training, and processes they need to succeed. Create a collaborative and accountable team culture that drives results.

• Define and Optimize the Sales Funnel: Establish clear roles and handoffs between BDRs, AEs, and CS to ensure pipeline efficiency, strong lead conversion, and shorter sales cycles.

• Refine the ICP and GTM Strategy: Continuously assess and refine the ideal customer profile (ICP) to ensure the team is targeting the right market segments with tailored messaging and efficient sales motions.

• Establish Metrics and Accountability: Set clear KPIs for both AEs and BDRs, tracking metrics like lead conversion rates, win rates, pipeline velocity, and ARR growth. Use data to drive decisions and iterate processes.

• Collaborate Cross-Functionally: Partner closely with marketing, product, and CS teams to align on lead generation, messaging, and feature development to support sales efforts.

Qualifications

• Proven Success in Scaling High Velocity SaaS Sales: At least 5 years of experience in B2B SaaS sales, ideally within the SMB space, with a demonstrated track record of scaling ARR from low single digits to double digits.

• Leadership Experience: Strong ability to recruit, coach, and retain top sales talent, with a proven record of building high-performing teams of AEs and BDRs.

• Process-Oriented and Data-Driven: Expertise in designing and optimizing sales processes, including CRM setup and pipeline management, with a focus on measurable outcomes and forecast accuracy.

• Results-Oriented: Demonstrated ability to deliver against ambitious revenue targets while maintaining a scalable and efficient sales process.

• Customer-Centric Mindset: Deep understanding of customer needs, the buyer’s journey, and strategies to drive lead conversion and customer acquisition.

• Strong Communicator and Collaborator: Excellent written and verbal communication skills, with the ability to align cross-functional teams and influence stakeholders.

• High Agency and Adaptability: Thrives in ambiguity, takes ownership of challenges, and balances strategy with hands-on execution in a fast-paced startup environment.
  

What we offer

• Opportunity to build the sales foundation for a rapidly growing, well-funded startup with clear product market fit

• A highly driven, tight-knit, and passionate team

• Strong cash and equity compensation