Vice President, Sales

About Smokeball

Who We Are

Smokeball helps law firms bill more without their clients paying more. Intriguing, right? We were founded by technology leaders with more than 20 years of experience in delivering impactful legal technology products. Our leadership continually strives to develop a company, culture, and team that share a profound love for the law and is compelled to help small law firms find success. Our mission isn’t simple, but it is straightforward: help small law firms be successful businesses so that they can better serve our communities.

What Makes Us Special?

1. Culture is sacred. As a 'Best Places to Work' winner four years in a row, we believe company culture is the single most important ingredient to our success. At the end of the day, it is all about our people.
2. The best product in Legal Tech. We think deeply about the challenges small law firms face. We do not bother with simply delivering a “faster horse,” we drive innovations that truly enhance the lives and businesses of our clients. Check out our ratings on G2, Capterra, and Google.
3. The Legal Tech industry is estimated to be worth around $15bn and is growing every year. Smokeball is growing right along with it, and we like to take our people with us.

Our Working Model

At Smokeball, we believe there is nothing more powerful than a community of people coming together to work on a product that they, and our clients, love. When it comes to working as a community, we see the value in both coming together and allowing our “Smokeballers” the flexibility that remote work offers. 

All Chicago employees are in the office on Wednesdays and Thursdays. While our office is open 5 days a week, we allow you to choose what works best for you on Monday, Tuesday and Friday. 

Our office is in the heart of the Loop within 10 minutes of the Metra and all “EL” trains. And, we have lots (and lots) of snacks.

The Role

We are seeking a bold, strategic, and people-focused sales leader to join Smokeball as our Vice President of Sales. Reporting directly to the President, this leader will be responsible for empowering our high-performing Sales team, overseeing Sales Enablement and SDRs, and driving operational excellence across all revenue functions. This leader will ensure scalable growth, accurate forecasting, and cross-functional alignment to help Smokeball achieve ambitious growth targets. This is a hybrid role based in Chicago, IL.

A Typical Day Involves

• Setting and executing our U.S. sales strategy to drive revenue growth across new business, expansion, and partnerships.
• Leading, developing, and inspiring a team of Sales Managers, as well as overseeing Sales Enablement and SDR teams to maximize productivity, pipeline generation, and sales effectiveness
• Partnering with Revenue Operations to ensure accurate forecasting, territory design, compensation planning, and CRM discipline.
• Monitoring sales KPIs, productivity, and pipeline health to inform strategy and performance goals.
• Recruiting, developing, and retaining top talent to build a scalable sales organization with strong succession planning and career growth opportunities.
• Collaborating closely with Marketing, Product, Finance, and Client teams to align go-to-market motions, influence pricing and packaging, and ensure a seamless client experience across acquisition and retention.
• Driving competitive intelligence and acting as the voice of customer and market insights back into the business.
• Championing a coaching culture that supports individual development, continuous learning, and recognition of team wins.

What You Bring

• 10+ years of progressive experience in sales, including 5+ years in a senior leadership role.
• Proven success leading and scaling high-performing sales teams, ideally in SaaS or Legal Tech.
• Experience managing managers, as well as enablement and SDR functions, in high-growth environments
• Demonstrated success with territory design, segmentation, and forecasting accuracy.
• Strong strategic thinking, with the ability to translate vision into action and measurable outcomes.
• Data-driven mindset with deep knowledge of pipeline management, productivity metrics, and forecasting.
• High EQ, excellent communication skills, and a collaborative spirit.

Meet Some Teammates

Your Manager

Ruchie Chadha: Hi, I’m Ruchie! I am the President here at Smokeball. I oversee the US Executive Team which is made up of the Product, Marketing, Sales, Finance, P&C, and Client teams. As a practicing attorney in Chicagoland, I know firsthand how important it is to find the best way to serve your clients and build a healthy business. I love working at Smokeball because it allows me to combine my legal background and technology to focus on delivering innovative solutions to lawyers all over the country (with the bonus of working with amazing, fun, and dedicated people every day!)

Life At Smokeball

• Great Culture: Named 2024'S 10th Best Place to Work in the Technology Industry nationwide!
• Work-Life Balance: 20 vacation days, 7 sick days, 3 reboot days, 10 paid holidays, birthday off, volunteer time, and more! 
• Career Growth: Smokeball believes in investing in our own people and promoting from within. Our own President started at Smokeball as an Account Manager!
• Benefits: Excellent medical coverage, 401(k) match, monthly wellness stipend, generous parental leave 
• Transparency: We keep employees in the loop through monthly global huddles and local standups where we discuss company goals, updates, new hire introductions, etc. 
• The Office: The kitchen is stocked with breakfast items, snacks, and beverages, and we have plenty of games to help you relax (ping-pong, billiards, pinball, board games, video games). We also offer free monthly massages provided by a licensed massage therapist! 
• Fun Events: In-person happy hours, virtual game nights, family-friendly events, and so much more 
• Convenient Transit: We’re located in the heart of downtown Chicago, in walking distance from all major modes of transportation 

The Values We Live By

Creating and fostering a great culture is just as important as providing a great product. At Smokeball, we don’t have Core Values for show, we live and breathe them every day.

1. Caring is not optional 
2. Make it happen 
3. Deliver legendary service 
4. Innovate for the client, not the press release 
5. Be frank 
6. Keep listening, keep learning 

These values inform every strategic decision we make and guide our behavior with every person we meet. When we are bringing new team members into the Smokeball Family, we look for compassion, drive, keen judgement, varied perspectives, and no egos. 

More, More, More!

Why do we do what we do? Where did the name ‘Smokeball’ come from? How do we give back? Learn more here.* Frequently cited statistics show that women and underrepresented groups apply to jobs only if they meet 100% of the qualifications. No one ever meets 100% of the qualifications! We encourage anyone who is interested to apply based on the responsibilities and requirements outlined. You may be the culture add that we are seeking! We look forward to your application.* Smokeball is an equal opportunity employer and committed to providing an open, welcoming environment for everyone 

The pay range for this role is: $400,000 OTE consisting of a competitive base salary and performance-based commission.