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Head of Gusto Pro Sales

 


About Gusto

Gusto is a modern, online people platform that helps small businesses take care of their teams. On top of full-service payroll, Gusto offers health insurance, 401(k)s, expert HR, and team management tools. Today, Gusto offices in Denver, San Francisco, and New York serve more than 300,000 businesses nationwide.

Our mission is to create a world where work empowers a better life, and it starts right here at Gusto. That’s why we’re committed to building a collaborative and inclusive workplace, both physically and virtually. Learn more about our Total Rewards philosophy

Job Summary

Gusto is seeking a new experienced Sales Leader with a track record as a cross-functional leader and change agent to expand our channel distribution strategies with an eye toward larger, more strategic go-to-market motions designed to increase market share via levered distribution networks. Gusto Pro revenue consists of revenue generated from new and existing Gusto customers co-owned by our channel distribution partners, including our largest channel business: Accounting Firms. The mandate is to maximize our existing channels and build for new ones.

Key responsibilities

  • Sales Leadership. Empowers high performing sales teams (3rd line leader) across the lifecycle of accounts from Sales Development to Acquisition to Account Management / Expansion. Manages dedicated and strategy account functions, and builds new teams to tackle new channels. Hires brilliantly and develops consistently; aggressively delivers results and sets consistent, data-driven expectations for managers and ICs within the org. Sets the tone and facilitates successful change management. Collaborates seamlessly with strategy operations and enablement functions. Speaks authoritatively cross-functionally and at all levels of the company regarding overall performance of the channels, inclusive of but not limited to sales tactics and outcomes. Serves as main evangelist and advocate for channel partners interests, seeking relationships in industry to enhance partnerships and derive insights.
  • Sales Standards, Process, and Operations. Beyond simply leading a sales organization, invent and iterate winning sales tactics and collaborate with strategy sales operations, enablement, compensation, people team, and finance to improve sales performance and contribution.
  • Sales Planning & Forecasting. Collaborating with operations, analytics, and finance, contribute to sales plans and forecasts that set aggressive but achievable targets, with clearly identified levers and tactics. Increases predictability in sales forecasting, incorporating historical data, market analysis, and pipeline metrics.
  • Feedback Loop & Strategic Planning. Serves as a conduit and voice of the seller to our Gusto Pro and other product teams by measuring and curating channel partner needs. Collaborates with PMM, finance, and analytics to quantify and validate opportunities ranging from feature development to pricing and packaging.
  • Selling and External Relationships. Evangelizes the Gusto Pro product and ecosystem of solutions across channels both existing and new. Thought leader with executive presence, ability, and interest to represent Gusto at accounting and additional channel industry events. Leader with extensive product/industry knowledge and sales experience to unblock and influence new and existing accountant and channel relationships to win and strengthen strategic and enterprise accounts.  

Role Structure and Org Design

This role reports into Gusto’s Head of Subscription Sales (reporting into our CRO). Key partners with aligned goals include our head of product for channel partners (“Gusto Pro”), head of advanced customer service, and head of finance. This role will have accountability for approximately 30% of Gusto’s new annualized recurring revenue growth (ARR). The team will have 2-3 sales teams managed by 2nd line sales directors on day 1, with potential for more to build. The team on day 1 will have approximately 60 total team members.

Experience

  • Minimum 10 years relevant sales experience with 7+ years managing sales teams
  • Track record growing sales-led channel businesses in a leadership position including specific contributions and responsibilities for sales talent, tactics, and performance
  • Multi-model sales leader who can guide teams with different account segmentation ranging from strategic accounts down through mid-market and smaller accounts.
  • Mathematical mindset with an orientation on repeatability
  • Experience with accounting professionals or franchise distribution a plus

Location and Travel

The position can be remote, and travel will be required (approximately monthly, focusing on Gusto office locations SF, NY, Denver as well as conferences, events, and customer visits

Compensation 

Our compensation range for this role is $220,000 to $280,000 OTE (with a 60/40 split between base salary and target commission) in Denver and most other remote locations, and $250,000 to $315,000 OTE in San Francisco and New York City.  Final offer amounts are determined by multiple factors, including candidate experience and expertise, and may vary from the amounts listed above.


Gusto has physical office spaces in Denver, San Francisco, and New York City. Employees who are based in those locations will be expected to work from the office on designated days approximately 2-3 days per week (or more depending on role). The same office expectations apply to all Symmetry roles, Gusto's subsidiary, whose physical office is in Scottsdale.

Note: The San Francisco office expectations encompass both the San Francisco and San Jose metro areas. 

When approved to work from a location other than a Gusto office, a secure, reliable, and consistent internet connection is required.


Our customers come from all walks of life and so do we. We hire great people from a wide variety of backgrounds, not just because it's the right thing to do, but because it makes our company stronger. If you share our values and our enthusiasm for small businesses, you will find a home at Gusto. 

Gusto is proud to be an equal opportunity employer. We do not discriminate in hiring or any employment decision based on race, color, religion, national origin, age, sex (including pregnancy, childbirth, or related medical conditions), marital status, ancestry, physical or mental disability, genetic information, veteran status, gender identity or expression, sexual orientation, or other applicable legally protected characteristic. Gusto considers qualified applicants with criminal histories, consistent with applicable federal, state and local law. Gusto is also committed to providing reasonable accommodations for qualified individuals with disabilities and disabled veterans in our job application procedures. We want to see our candidates perform to the best of their ability. If you require a medical or religious accommodation at any time throughout your candidate journey, please fill out this form and a member of our team will get in touch with you.

Gusto takes security and protection of your personal information very seriously. Please review our Fraudulent Activity Disclaimer.

Average salary estimate

$267500 / YEARLY (est.)
min
max
$220000K
$315000K

If an employer mentions a salary or salary range on their job, we display it as an "Employer Estimate". If a job has no salary data, Rise displays an estimate if available.

What You Should Know About Head of Gusto Pro Sales, Gusto, Inc.

Are you ready to lead the charge in growing a dynamic sales team? Gusto, a modern people platform that caters to small businesses, is looking for a Head of Gusto Pro Sales. Based in vibrant cities such as Denver, San Francisco, or New York, you'll play a pivotal role in expanding our channel distribution strategies. Your expertise in sales leadership will empower high-performing teams, ensuring our sales strategies for existing and new customers thrive. At Gusto, we believe in the power of collaboration and inclusivity—values that guide us as we serve over 300,000 businesses across the nation. As the Head of Gusto Pro Sales, you'll not only manage dedicated sales functions but also innovate sales processes that exceed expectations. Your efforts in strategic planning and forecasting will help set ambitious, reachable targets that align with our company goals. With travel required to engage with channel partners and represent Gusto at industry events, you will have the opportunity to highlight the Gusto Pro product and cultivate relationships that enhance our market position. If you have over 10 years of experience in sales, especially in guiding multi-model sales teams and understand the nuances of channel distribution, we would love to meet you! Together, let's create a world where work empowers a better life.

Frequently Asked Questions (FAQs) for Head of Gusto Pro Sales Role at Gusto, Inc.
What does the Head of Gusto Pro Sales role entail?

The Head of Gusto Pro Sales is responsible for leading high-performing sales teams and expanding channel distribution strategies. This includes managing all sales functions from account development to expansion while developing innovative sales processes.

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What are the qualifications needed for the Head of Gusto Pro Sales?

Candidates should have a minimum of 10 years of relevant sales experience, including over 7 years in a leadership role, with a strong track record in growing sales-led channel businesses.

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Where can the Head of Gusto Pro Sales be located?

The Head of Gusto Pro Sales position can be remote but is preferred to be near Gusto's offices located in Denver, San Francisco, or New York City, where some in-office work is expected.

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What is the compensation range for the Head of Gusto Pro Sales?

The compensation for this role can range from $220,000 to $280,000 OTE in Denver and most remote locations, and from $250,000 to $315,000 OTE in San Francisco and New York City.

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What type of sales experience is beneficial for the Head of Gusto Pro Sales?

Experience in managing sales teams, particularly in growing channel distribution with accounting professionals or franchise distribution experience is advantageous for this role.

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What roles will report to the Head of Gusto Pro Sales?

The Head of Gusto Pro Sales will manage multiple sales teams, specifically 2-3 teams led by 2nd line sales directors, with the potential for additional teams as growth occurs.

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How does the Head of Gusto Pro Sales collaborate with other teams within Gusto?

This role works closely with product management, finance, and analytics to ensure effective sales strategies and incorporate channel partner needs into Gusto's offerings.

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Common Interview Questions for Head of Gusto Pro Sales
How do you plan to motivate your sales team as the Head of Gusto Pro Sales?

Motivating a sales team requires a combination of clear communication, setting achievable goals, and recognizing individual achievements. I focus on creating a supportive environment that encourages team members to share their ideas and collaborate effectively.

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Can you describe your approach to sales forecasting?

I believe in using historical data, market trends, and pipeline metrics to build accurate sales forecasts. Collaboration with operations and analytics teams is essential to ensure our forecasts align with overall business strategies.

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What strategies would you implement to expand Gusto's channel distribution?

Expanding channel distribution would involve identifying new partnership opportunities, evaluating current partner performance, and perhaps innovating joint outreach strategies that benefit both Gusto and our partners.

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How would you handle underperforming sales teams?

Addressing underperformance involves identifying root causes, providing additional training or resources, and setting short-term recovery goals. Open communication with team members is important to foster an environment of growth and accountability.

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Describe a successful sales campaign you've led.

In a previous role, I led a campaign that utilized personalized outreach and strategic incentives, resulting in a 30% increase in customer acquisition over a quarter. Analyzing the data post-campaign helped refine future strategies.

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What is your experience with managing remote sales teams?

Managing remote teams requires proactive communication, regular check-ins, and the use of technology to facilitate collaboration. I focus on maintaining team morale and ensuring everyone feels connected to the company's goals.

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How do you view the importance of data in sales management?

Data is crucial in sales management as it informs strategy, indicates performance trends, and helps in decision-making. I leverage data to identify opportunities, measure success, and refine approaches continuously.

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What role do you believe culture plays in a successful sales organization?

Culture is foundational in a sales organization. A positive culture fosters collaboration, resilience, and motivation—elements that are crucial for achieving ambitious sales targets and retaining talent.

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How do you stay updated with industry trends?

I stay informed through industry publications, webinars, networking events, and engaging with peers. This allows me to bring fresh ideas into our sales strategies and anticipate shifts in the market.

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Can you give an example of how you've positively influenced a sales strategy in your previous roles?

I once implemented a customer feedback loop that enhanced our product offerings based on real user experiences. This alignment between sales and product led to increased customer satisfaction and improved sales outcomes.

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Gusto was founded in 2011. This company provides payroll processing and employee benefits services. Their headquarters are located in San Francisco, California.

117 jobs
MATCH
VIEW MATCH
FUNDING
SENIORITY LEVEL REQUIREMENT
TEAM SIZE
SALARY RANGE
$220,000/yr - $315,000/yr
EMPLOYMENT TYPE
Full-time, hybrid
DATE POSTED
November 24, 2024

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