Remote Senior Director of Engineering

LeadSimple Inc.

The Senior Director of Engineering brings energy, oversight, alignment, talent and produces results with a championship engineering team committed to  “always be growing”. They will do this by demonstrating high levels of decisiveness, timely follow through, coaching mindset for both themselves and their team and maintaining a high level of technical skill of their own to move LeadSimple into new growth opportunities.  The main mission of the leader is to technically scale our products to achieve net new revenue.
A day in the life of…
  • Collaborate with other department leaders 
  • Talent acquisition, retention and training
  • Coaching, regular 1:1s
  • Represent engineering with third parties
  • Overseeing department budget
  • Own key departmental metrics
  • Enhance the performance of the engineering team
Expectations for your first 90 days:
  1. Stable, reliable and secure service for existing customers
a. Resolve urgent bugs within 2 business days.
b. Maintain stable or reduce bug backlogs across all squads.
c. Follow a maintenance schedule into our roadmap.
d. Follow and implement plans for incident response and escalation.
  1. Fast pace of product improvements
a. Velocity is measured and is increasing across all squads
  1. Recruits and develops mentors outstanding talent
  2. With collaboration from POPs, revise the engineering hiring process, challenges and interviews to ensure high-quality hires and an excellent candidate experience
  3. Identify gaps in the team and develop a training + hiring plan to address those gaps
  4. All team members are actively pursuing their career growth plans, paired with at least one mentor who meets with them regularly
  5. Establish an internal training program for engineers to educate each other
  6. Engineering team member satisfaction at 80%+
  • Company Holidays
  • Paid Time Off (in addition to the above)
  • Monthly Healthcare Allowance
  • Yearly Vacation Allowance
  • Fun and outcome driven work environment with a smart, hard working team
  • Location independence
  • Mission driven company and values-based culture
🚀 Want to join a team of A players in an exciting, high-growth, entrepreneurial environment?
We’re a small team solving big problems in the property management industry. Bootstrapped since 2013, we're passionate about helping small businesses simplify growth and streamline operations, providing the leading CRM in our space.
The long version of our story: Back when web 2.0 was a thing (get off my lawn!) LeadSimple’s founders started a lead generation business connecting landlords with property management companies. Witnessing the challenges lead buyers had closing deals led into a natural segue to build out an industry-specific CRM which became the de-facto industry standard. Fast forward to 2020 when we released a process/workflow suite to move from the sales side of our clients business into the heart of day-to-day operations. The market was hungry and responded aggressively to the new direction, which led us to double down with growth and additional product expansion.
Please only apply if you:
  • Past experience at a director level for 4+ years
  • Product-minded, capable of giving input into product decisions
  • (Ideally) Proven experience scaling up a software engineering team from 0 to 100+ members
  • Embrace learning new technology 
  • Learn fast
  • Communicate crisply
  • Proactively seek solutions
  • Own the outcome
  • Embody emotional maturity
  • Bring an optimistic “can do” attitude
  • Supply your own internet and smartphone
  • Have B2B SaaS experience
  • Highly values team velocity and productivity
  • Authentic connection
  • Gets energy from leadership activities: meetings, conversations
  • Pragmatic about process, able to scale it down to what makes sense for our context
  • Excited about working within the constraints of a financially-conservative company
  • Willing to engage in hard conversations
Who might be interested? Glad you asked…
  • VPs who are dissatisfied with their org and want a chance to build a new one they like better
  • Technical co-founders who previously scaled up, held a VP or CTO job and exited. Now they’re looking for the next challenge.
  • Ambitious directors who want a shot at becoming VP but have never been one before
  • Engineering managers who want to be a director
Our Interview Process
  • Fill out the application
  • Introduction call with People Operations (15 minutes)
  • Call with Recruiting Partner (60 minutes)
  • Interview with VP of People Ops (90 minutes)
  • Completion of Harrison Assessment & Debrief Call with Executive Coach (90 minutes)
  • Interview with COO (90 minutes)
  • Interview with CEO (60 minutes)
  • Leadership Team panel interview (up to 60 minutes)
  • Offer call (15 minutes)
  • Written offer
  • Start date commences a 90 day onboarding period

SO…Are You All In?

Not everyone can hang. It take a special person - 
Someone who’s all IN. We are building a “rocket ship” at LeadSimple,
And we need All Stars to help us accomplish our mission.
LeadSimple, our team members are connected and driven leaders,
Who take personal responsibility for what they create.
We hit deadlines, we’re obsessed with both the customer and 
Team member experience. We own the outcome, 
We overcome obstacles and we find life lessons everywhere. 
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