Director of Sales Enablement and Development

NerdWallet Small Business is the go-to financial resource for small businesses. We’re here to help entrepreneurs achieve their financial goals and grow businesses as big as their aspirations. As a catalyst for smart financial decisions, our combination of proprietary technology and financial expertise provides business owners with tailored solutions based on their unique needs and eligibility—helping them prosper, create more jobs, and, ultimately, grow the economy.

For our Director of Sales Enablement & Development role, we’re looking for a leader who can build and scale a high-performing sales organization. This is an opportunity to shape how our sales team hires, ramps, and executes—driving measurable impact on performance and revenue.

This is not a traditional learning and development position. You will play a central role in defining and improving how our sales organization performs—from onboarding and coaching to systems and strategy. You’ll partner closely with sales leadership and recruiting to ensure we are hiring the right talent, developing it effectively, and enabling consistent execution across the team.

We’re looking for someone who is data-driven, highly accountable, and passionate about elevating sales performance through practical, results-oriented enablement.

Build a High-Performance Sales Engine

• Design and implement a sales enablement strategy focused on measurable performance outcomes

• Define and reinforce performance standards across the sales organization

• Continuously evaluate and improve sales effectiveness

Partner on Talent Strategy

• Collaborate with recruiting to refine hiring profiles and selection processes

• Identify candidates with strong sales execution capabilities

• Use performance data to continuously improve hiring criteria

Lead Onboarding & Ramp Programs

• Develop onboarding programs that accelerate time-to-productivity

• Create structured ramp plans with clear milestones and expectations

• Assess early performance to identify development opportunities

Coach and Develop Sales Talent

• Facilitate call reviews, deal analysis, and skill-building sessions

• Provide direct, actionable feedback to improve performance

• Support underperforming reps with targeted development plans

Leverage Data to Drive Results

• Monitor key metrics such as conversion rates, pipeline progression, and activity levels

• Identify performance gaps and implement solutions

• Build playbooks based on proven best practices

Scale Best Practices

• Identify behaviors and strategies used by top performers

• Translate insights into repeatable frameworks and tools

• Drive consistency in execution across the team

Develop Sales Managers

• Equip managers with coaching frameworks and tools

• Strengthen accountability and performance management practices

• Partner with leadership to maintain high standards

Utilize Tools & Technology

• Leverage tools such as Gong and generative AI platforms to enhance coaching and messaging

• Continuously improve enablement processes through technology and innovation

• Experience in Business Lending/Lending required

• 5+ years in sales enablement, training, or sales leadership, ideally in high-volume environments

• Proven track record of improving sales performance and driving measurable results

• Strong analytical skills with the ability to diagnose and solve performance challenges

• Experience coaching frontline sales representatives

• Deep understanding of sales execution

• Results-oriented mindset with a focus on impact and outcomes

• Strong communicator who delivers clear, constructive feedback

• Comfortable in fast-paced, high-accountability environments

• Bias for action—tests, iterates, and adapts quickly

• Ownership mentality with a proactive approach to problem-solving

• This is a remote role open to candidates across the United States.

• We have a strong preference for candidates located in or near Scottsdale, AZ or New York City (Manhattan), as there will be opportunities for part-time, in-person collaboration with the team.

• We believe in the value of in-person connection—especially in a sales environment where real-time coaching and shared learning can accelerate development. While the role is fully remote, candidates in these locations may be asked to participate in occasional in-office collaboration to maximize training and performance
  The compensation range listed for this role reflects a broad range that accounts for factors such as experience and geographic location, and not all candidates will be eligible for the top of the range.

Work Hard, Stay Balanced (Life’s a series of balancing acts, eh?)

• Industry-leading medical, dental, and vision health care plans for employees and their dependents

• Rejuvenation Policy – Flexible Vacation Time Off + 11 holidays + holiday company shutdown

• New Parent Leave for employees with a newborn child or a child placed with them for adoption or foster care

• Mental health support

• Paid sabbatical after 5 years for Nerds to recharge, gain knowledge, and pursue their interests

• Health and Dependent Care FSA and HSA Plan with monthly NerdWallet contribution

• Monthly Wellness Stipend, Cell Phone Stipend, and Wifi Stipend (Only remote Nerds are eligible for the Wifi Stipend)

• Work from home equipment stipend and co-working space subsidy (Only remote Nerds are eligible for these stipends)

Have Some Fun! (Nerds are fun, too)

• Nerd-led group initiatives – Employee Resource Groups for Parents, Diversity, and Inclusion, Women, LGBTQIA, and other communities

• Hackathons and team events across all teams and departments

• Company-wide events like NerdLove (employee appreciation) and our annual Charity Auction 

• Our Nerds love to make an impact by paying it forward – Take 8 hours of volunteer time off per quarter and donate to your favorite causes with a company match

Plan for your future (And when you retire on your island, remember the little people)

• 401K with 4% company match

• Be the first to test and benefit from our new financial products and tools

• Financial wellness, guidance, and unlimited access to a Certified Financial Planner (CFP) through Northstar

• Disability and Life Insurance with employer-paid premiums

If you are based in California, we encourage you to read this important information for California residents linked here.

NerdWallet is committed to pursuing and hiring a diverse workforce and is proud to be an equal opportunity employer. We prohibit discrimination and harassment on the basis of any characteristic protected by applicable federal, state, or local law, so all qualified applicants will receive consideration for employment.  

NerdWallet will consider qualified applicants with a criminal history pursuant to the California Fair Chance Act and the San Francisco Fair Chance Act, which requires this notice, as well as the Los Angeles Fair Chance Act, which requires this notice.

NerdWallet participates in the Department of Homeland Security U.S. Citizenship and Immigration Services E-Verify program for all US locations. For more information, please see:

• E-Verify Participation Poster (English+Spanish/Español)

• Right to Work Poster (English) / (Spanish/Español) 

#LI-Remote