Head of Strategy + Business Development

Role Overview

We are seeking a driven and experienced servant leader to significantly grow Sidebench’s client and project portfolio, cultivate new business opportunities, and spearhead our business development team. This role demands strategic thinking, building deep “Trusted Advisor” relationships with C-level Executives and Founders within the healthcare technology and broader innovation communities, and leveraging our consulting, design, and development capabilities to offer tailored solutions.

Key Responsibilities

Strategic Business Development:

- Identify and secure new client accounts, focusing on the healthcare tech industry.

- Develop and nurture high-value relationships within enterprise and SMB environments.

- Consistently engage with and follow up on relationships and opportunities, maintaining high energy and commitment.

- Support initial project solutioning with client executives and prospects.

- Lead a team to achieve ambitious new business and expansion sales goals, contributing to Sidebench’s revenue growth.

- Help identify strategic investment opportunities with high-growth clients and prospects.

Sales Strategy and Marketing Execution:

- Collaborate with internal teams to align on new offerings and pitches.

- Manage the entire sales cycle, from lead generation to deal closure, including preparing persuasive proposals.

- Implement marketing strategies to generate and nurture leads through content marketing, events, partnerships, and digital campaigns.

Leadership and Team Development:

- Build and manage a high-performing business development team, fostering a culture of collaboration and continuous improvement.

- Mentor team members, establish clear goals and responsibilities, and implement accountability systems to track progress.

Qualifications

- Proven ability to source, close, and expand consulting/design/development billings worth over $5.0M annually.

- Demonstrated expertise in selling technology consulting, design services, or custom application development services, with a track record of securing new accounts averaging $250k to $1.0M in first-year billings.

- Experienced leader in hiring, managing, and mentoring a high-performing consultative business development team.

- Skilled in consultative sales, business development, and customer relationship management.

Traits and Abilities

- Strong strategic thinking and hands-on contribution to business growth.

- Ability to thrive in a dynamic environment and adapt to evolving market conditions.

- Excellent networking skills, particularly within the healthcare technology sector.

Expectations

- A relentless drive to pursue opportunities and expand our network, emphasizing a “give first” approach to establish Sidebench as a Trusted Advisor.

- Maintain significant personal client engagement for key accounts.

- Regular reporting to the CEO on sales performance and strategic initiatives.

- Local in-person networking events multiple times per month, and travel for conferences and events 1-3 times per quarter.

Total Comp

$150,000 - $350,000