Director of Sales (Remote)

Michael & Associates, Attorneys at Law

$150K — $200K *
US-AnywhereRemote in Florida, US
Business Services
Less than 5 years of experience
Job Overview by Ladders

Qualifications

  • 5-7 years of high-volume, consultative sales experience
  • Proven track record of closing high-value deals
  • Strong coaching skills with experience in call reviews and role plays
  • Exceptional commitment to performance excellence
  • Ability to make tough personnel decisions with confidence
  • High energy and motivational leadership style
  • Experience utilizing AI in sales processes

Responsibilities

  • Lead and support a team of sales attorneys to enhance conversion rates
  • Implement a structured coaching program tailored to individual representatives
  • Monitor and improve team performance through regular assessments
  • Retain top performers by providing challenges and appreciation
  • Manage underperformers through coaching or transition when necessary

Benefits

  • Work for a rapidly growing company expanding across multiple states
  • Join as the first dedicated sales leadership role, making a significant impact
  • Engage in hands-on daily coaching rather than purely strategic planning
  • No requirement for legal qualifications, focusing solely on sales performance
  • Opportunity to innovate and leverage AI methodologies in sales processes
Full Job Description
The Role

You won't be practicing law yourself - instead, you will be leading and supporting those who do.

Our sales attorneys are the frontline champions - the very first point of contact for potential clients during some of their most challenging times. They listen attentively, provide clear guidance, build trust, and help clients navigate the process. They already excel at their roles. Your goal? To help them become truly exceptional.

This is a unique and thrilling opportunity as our first dedicated sales leadership hire. With our rapid growth, our team of sales attorneys needs a full-time coach - not merely a part-time manager. You will lead efforts to enhance conversion rates and establish a coaching framework that elevates good representatives to top performers.

If you haven't managed attorneys before, that's perfectly fine - this aspect makes the role even more distinctive and rewarding. You will bring strong sales leadership and structure to a team of knowledgeable, competitive professionals who understand the law deeply but may be new to sales. Your ability to earn their respect through your expertise and leadership - beyond just your credentials - will be what truly sets you apart.

What You'll Own

Team Performance. This is your key metric. Every action you take - whether it's a coaching session, a call review, or a one-on-one meeting - is focused on enhancing the team's conversion efficiency.

Coaching Cadence. You will implement a structured coaching program customized to each representative's experience level. Top performers remain sharp and motivated, mid-level performers progress to the next stage, and new or struggling reps receive intensive support, including real-time whisper coaching during calls.

Top Performer Retention. Your best team members should feel challenged, appreciated, and eager to stay. If they are leaving, it indicates a problem that needs to be addressed.

Redeploying Underperformers. Provide everyone with a fair opportunity and strong coaching, but when it becomes clear that someone cannot improve, it's time to move on without excuses.

Requirements

Who You Are

Master of High-Volume, Consultative Sales. You haven't just taken orders-you've closed high-value deals by truly connecting with clients over the phone. Your sales approach is about listening intently, educating thoughtfully, and guiding prospects through major decisions with confidence. Having led hundreds of successful sales calls, you know exactly what top-tier performance looks like. If your experience leans more toward transactional, low-touch, or primarily in-person sales, this role might not be your perfect match.

A Coaching Dynamo. You thrive on call reviews, role plays, and one-on-one coaching. Sales attorneys eagerly anticipate your sessions because you don't just instruct-you demonstrate, drill, and follow up relentlessly. If big-picture strategy excites you more than hands-on, day-to-day coaching, this may not be the right fit.

Unwavering Commitment to Excellence. Mediocrity isn't in your vocabulary-for yourself or your team. You confront complacency head-on and challenge high performers to reach even greater heights. If you shy away from tough conversations or tolerate underperformance for the sake of peace, this role probably isn't for you.

The Buck Stops With You. You're a leader who owns the outcomes, consistently pushing goals beyond expectations. When faced with setbacks, you adapt and take responsibility rather than making excuses. If you're prone to sandbagging forecasts, griping about targets, or "managing up," this environment won't suit your style.

A Natural Energy Booster. Intake calls can get repetitive, but your enthusiasm keeps the team motivated and morale sky-high. You celebrate every win and turn routine work into an exciting, dynamic experience. If you tend to be low-energy or believe motivation is solely the employee's responsibility, this won't be the right fit.

Results-Obsessed. You live by results, meticulously tracking performance and linking every coaching effort directly to business outcomes. You're always setting the bar higher. If you prefer to sandbag or resist escalating goals, this won't be the place for you.

Decisive with Tough Personnel Decisions. You give underperformers a genuine chance-with honest coaching, clear feedback, and meaningful support. But when it's clear someone isn't the right fit, you take swift, confident action. If you've never had to let someone go or avoid those difficult conversations, this role may not suit you.

AI Trailblazer. You embrace AI fully, pushing its boundaries in your daily work. You've discovered innovative use cases and are excited to share how AI boosts your performance. If you think simply using ChatGPT means you've harnessed AI's power, this won't be the best match.

This Role Is NOT
  • A player-coach position. You won't be handling intake calls yourself; your focus is on elevating the team, not being the top rep.
  • A strategy-only role. Forget about building decks or spending hours in planning meetings-this is hands-on, everyday coaching in the thick of the action.
  • A traditional legal management role. No law degree required, and legally, you won't be reviewing legal work-your impact is all about driving sales performance. We're looking for a proven sales team booster.
  • A maintenance job. We're growing rapidly across multiple states, and what works today won't necessarily work tomorrow. You need to thrive in a fast-evolving environment.

What Success Looks Like - Year 1
  • The team's conversion rates have significantly improved since you came on board.
  • You've retained all top performers-your best talent is motivated to stay and advance.
  • You've established a coaching rhythm that reps genuinely value, not just tolerate.
  • Performance management is crystal clear: top performers are celebrated, and underperformers are either coached up or transitioned out.
  • You've created a scalable, repeatable system that supports growth as we add more reps and expand into new states.

Benefits

Salary range: $150,000 - $200,000, commensurate with experience.

Similar Jobs

More Jobs at Michael & Associates, Attorneys at Law

More Business Services Jobs

Find similar Director of Sales (Remote) jobs: