Director of GTM Strategy & Operations, Nayya
$180-235k
+ Stock options
3 days a week in office
Healthcare benefits management
Be an early applicant
Healthcare benefits management
101-200 employees
Be an early applicant
$180-235k
+ Stock options
3 days a week in office
101-200 employees
Company mission
To give consumers financial peace on their best days, and confidence on their worst.
Role
Who you are
- 10+ years in Sales Operations, ideally in B2B environments like SaaS, enterprise software, or healthtech/HCM
- Experience optimizing complex sales processes and leading sales teams to improve pipeline velocity and close rates
- Expertise in sales methodologies (e.g., MEDDIC, SPIN) and proficiency in CRM systems (Salesforce) and sales analytics tools (Tableau, Power BI)
- Strong analytical skills with the ability to influence and collaborate across teams
What the job involves
- Nayya is hiring an experienced Director of GTM Strategy & Operations responsible for leading the optimization of our go-to-market strategy and operations.
- In this role, you will design strategies to create repeatable, successful commercial partnerships, drawing on your deep understanding of buyer and partner dynamics
- You will coach sales and partnership teams on deal strategy, execution, and operational efficiency, ensuring alignment within the revenue organization
- Collaborating closely with leadership, you will refine sales strategies, streamline workflows, and equip teams with the tools and training they need to succeed
- You’ll support complex deal cycles, ensure data-driven decision-making, and drive improvements in sales productivity, pipeline velocity, and revenue growth
- Develop strategies for structuring complex B2B deals, maximizing profitability while aligning with customer needs
- Collaborate with sales leadership to implement sales methodologies (e.g., MEDDIC, SPIN) and create deal playbooks
- Assess risks in key deals and develop mitigation strategies
- Work with marketing and sales teams to define the Ideal Customer Profile (ICP) and prioritize high-value accounts
- Develop frameworks to score and prioritize opportunities, ensuring focus on the highest-value deals
- Lead the development of performance dashboards and sales reports to track key metrics like pipeline health and revenue
- Analyze sales data to identify trends and refine strategies for improvement
- Optimize sales territories, quotas, and compensation plans to drive performance
- Oversee sales tools (e.g., CRM, analytics platforms) to ensure the team has the resources needed to close deals efficiently
- Ensure the sales team is trained and equipped with the right skills to engage customers effectively
- Drive initiatives to scale sales operations as the company grows
- Lead the adoption of new tools, processes, and methodologies to improve productivity
- Lead deal retrospectives to capture learnings and incorporate them into future strategies
Our take
Nayya helps employers promote smart benefit choices amongst their workforce. Nayya's tools use AI and data science to process consumer data points, claims data and medical carrier information in order to return benefit recommendations and automated healthcare claims assistance to the end-user.
Nayya is filling an innovative market niche: whilst 85% of employees would welcome help selecting the right benefits, companies often struggle to offer it. Nayya is responding to this demand by securing partnerships with leading national employers, tech partners, and insurance carriers/brokers to help employers maximize the results of their health benefits spend by ensuring employees are getting the insurance they need.
Nayya has secured a high degree of investment since its founding, which the company is using to expand its software features, aiming to tap the freelancer and sole trader market. It's expanding further into other benefits that companies offer their workers, for instance in life insurance and mental health services. With a rapidly growing customer base, numerous partnerships and its annual revenue tripling over 2022, Nayya looks comfortably set to stabilize its market-leading position in the years ahead.
Freddie
Company Specialist at Welcome to the Jungle
Insights
Few candidates hear
back within 2 weeks
7% employee growth in 12 months
Company
Funding (last 2 of 3 rounds)
Jan 2021
$11m
SERIES A
Jul 2020
$2.7m
SEED
Total funding: $13.8m
Company benefits
- Well-being, mental health, and employee assistance solutions
- 401(k) with Employer Match
- Equity Options
- Sabbatical Program
- Nayya Health Days
- Unlimited PTO
- Company - wide retreats
- Medical, Dental & Vision
Company values
- The consumer is our North Star
- We face challenges with moxie
- We grow more through feedback
- We empower creative thinking
- We act quickly, learn, and adapt
Company HQ
Greenwich Village, New York, NY
Articles
Leadership
Sina Chehrazi
(CEO)Graduated from Georgetown University with a Doctor in Law. Became Director of Enterprise Sales & Partnerships at Demyst and then at Enigma. Alongside serving as CEO at Nayya, they are a Mentor at Entrepreneurs Roundtable Accelerator.
Salary benchmarks
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