Director of Strategy & Growth, Scratchpay
$190-220k
Healthcare financing provider
Be an early applicant
Healthcare financing provider
21-100 employees
Be an early applicant
$190-220k
21-100 employees
Company mission
Scratchpay's mission is to help more patients and pets get access to the care they need to live happy lives.
Role
Who you are
- 5+ years of experience in management consulting, corporate strategy, or a chief-of-staff function, with demonstrated ability to drive complex, cross-functional initiatives from scoping through execution in a fast-moving environment
- Proven ability to take ambiguous strategic priorities and translate them into concrete, executable plans with defined scope, metrics, and stakeholder alignment
- Strong financial modeling fluency: comfortable building and owning cost-savings analyses, ROI models, and pricing scenarios in Excel
- Comfort with data and analytics tools (including SQL and BI platforms such as Sigma or BigQuery) to independently pull and pressure-test the numbers behind a business case
- Excellent communication and presentation skills, with experience preparing and delivering executive-ready materials
- Experience partnering cross-functionally with Sales, Product, Finance, and executive leadership with the ability to translate between strategic intent and operational execution
What the job involves
- Scratch is hiring a Director of Strategy & Growth to lead enterprise expansion efforts and drive new product and partnership initiatives
- This role partners closely with Sales, Product, Finance, and executive leadership to translate strategic priorities into funded business cases, operationalized pilots, and scaled revenue programs
- This is a hands-on leadership role requiring fluency in enterprise commercial strategy, financial modeling, and cross-functional execution
- The Director, Strategy & Growth will own the proposal and renewals motion for our enterprise payments business and the pilot design and commercialization roadmap that drives new revenue and product expansion across our consolidator and strategic account base
- Pilot Design, Execution & Commercialization
- Lead the planning and execution of 3–5 strategic pilots annually, including scope definition, success metrics, operational requirements, and stakeholder alignment across Commercial, Product, and Leadership
- Act as the strategic operator for high-priority new initiatives (e.g., wellness plan programs, new lending structures, rebate programs), ensuring strong execution, accountability, and cross-functional coordination
- Evaluate pilot performance against defined success criteria and drive go/no-go decisions; develop commercialization strategies to scale successful programs into enterprise or product offerings
- Translate pilot learnings into repeatable playbooks and commercial frameworks for future launches
- Executive & Cross-Functional Support
- Support executive leadership with strategic analysis, presentations, and recommendations related to enterprise growth opportunities and new business initiatives
- Collaborate with Finance, Analytics, and Product to quantify the revenue and margin impact of commercial programs and surface findings in a clear, executive-ready format
- Serve as a connective layer across teams, ensuring that strategic priorities set at the leadership level translate into actionable, well-scoped workstreams with clear owners and timelines
- Enterprise Proposals & Renewals
- Serve as the primary commercial strategist for enterprise account renewals and expansions, building the financial models, cost-savings analyses, and ROI frameworks that support go-to-market execution
- Develop executive-ready business cases and proposals for consolidator and strategic account negotiations, including surcharging adoption programs, product bundling, and volume-based pricing structures
- Own renewal outcomes across assigned enterprise accounts, targeting 100%+ gross margin retention through payments renewals, surcharge adoption, or incremental product expansion
- Partner with the Enterprise Account Management team to align commercial strategy with account-level relationship dynamics and surfaced opportunities
- Strategic Initiatives:
- Serve as the operational backbone for Scratch's highest-priority in-flight programs, maintaining accountability to timelines, milestones, and executive reporting cadences
- Coordinate cross-functional workstreams across Sales, Product, Finance, and external partners to keep programs moving and surface blockers early
- Maintain a clear view of program status across the portfolio, ensuring the right stakeholders have the visibility they need to make decisions
- Apply lessons from active programs to sharpen execution on future initiatives
Application process
- Submit your resume
- Answer the custom questions provided
- Feel free to add any additional information or documents you believe are relevant to your application
Our take
Access to healthcare for both humans and pets can often be unaffordable, but the nature of the situation means people are forced to find a way to pay. This often involves unfair lending rates or hidden fees within payment plans, a tactic that unfairly preys on those least able to afford it.
Scratchpay provides healthcare financing solutions for both human and pet healthcare, allowing customers to apply for payment plans across various time periods. The company provides its "Take 5" plan of five bi-weekly payments at zero percent interest, a plan which doesn't include hidden fees and is not subject to prepayment penalties or deferred interest.
The company has raised considerable funding which will be invested in developing new technology to help medical providers better connect with their clients and manage the end-to-end patient experience. Scratch is processing over $1 billion in payments annually, and is planning for further expansion as the popularity of buy now, pay later services continues to grow in the health care sector.
Freddie
Company Specialist at Welcome to the Jungle
Insights
28% employee growth in 12 months
Company
Funding (last 2 of 5 rounds)
Sep 2022
$35m
SERIES C
Sep 2020
$0.8m
EARLY VC
Total funding: $58.9m
Company benefits
- 401(k)
Company HQ
Eagle Rock, Los Angeles, CA
Leadership
John Keatley
(Co-Founder & CEO)Experience as Director of Financial Planning & Analysis, Vice President of Finance, and CFO of Green Dot Corporation from 2004 to 2013. CFO of Klarna from 2013 to 2015.
Caleb Morse
(Co-Founder & President)Senior Analyst of FP&A & Revenue and Senior Director of Banking Operations for Green Dot Corporation from 2007 to 2012. Experience as CFO and Head of Growth for Meridith Baer Home.
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