Tom Sheffield

Leadership coach · Tampa, FL · virtual

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"Whether you’re strengthening a business, developing a leader, or exploring what’s next for yourself, clarity comes before action." (in their words, on their website)

Services

ServiceWhat is includedPrice
Career Ownership Coaching
Individuals seriously considering franchise ownership or business ownership transition		 Clarify personal, professional, and financial goals · Understand strengths, motivations, behaviors, and preferences · Evaluate income, lifestyle, wealth, and equity beyond salary · Explore career and business ownership possibilities · Education and exploration of options on request
Franchise Discovery Coaching
Individuals considering franchise ownership with investable capital $50K–$500K+		 Guidance on franchise disclosure document (FDD) · Litigation history review · Franchisee earnings analysis · Franchisee turnover analysis · Investment and operational time requirements on request
Leadership Development & Coaching
Leaders at every level including small business owners, executives, leaders with struggling teams, and leaders in career transition		 One-on-one coaching sessions with Tom · Guided discovery based on leader’s priorities · Practical application to real business challenges · Tools and frameworks introduced as needed · Accountability between sessions on request
Business Consulting
Small to medium-sized business owners and leaders (5–200 employees)		 Identify and prioritize business challenges and opportunities · Develop practical solutions for sustainable improvement · Focus on strategic priorities, organizational alignment, business development, roles and accountability, processes and continuous improvement, leadership capability on request

As published on their website, read Sep 30, 2026.

How they compare

Computed by Callings from the prices and experience coaches publish. Not a rating.

Where they fit

StudentsEarlyMidManagerDirectorVP / C-suite
Resume and LinkedInnononononono
Interviews and offersnononononono
Job search strategyyesyesyesyesyesyes
Career direction and changeyesyesyesyesyesyes
Leadershipyesyesyesyesyesyes
Personal brandnononononono

How they work

Process
Discover — Understand current situation and reasons for change · Define — Clarify future goals and desired lifestyle · Understand — Explore personal strengths and motivations · Explore — Consider career and business ownership possibilities · Validate — Research and replace assumptions with facts · Decide — Make an informed decision
Before coaching
Operational roles, Business operations; Senior management at state level, Leadership and organizational management; Senior positions at national and global organizations, Leadership and business management

Do it yourself, or hire a coach?

Doing it yourselfUsually enough whenA coach earns the fee when
Job searchA target list, a weekly plan and steady outreach. Callings builds the weekly plan and tracks every application, free.Interviews are coming in.Three months without traction, or a senior search that runs on your network.
Career directionWeeks of reading and conversations about roles that fit. Callings can show your strengths and the pay for each role.You already have two or three target roles.You do not know what comes next, or you want structure and a formal assessment.
LeadershipPeer groups, feedback from your manager, reading.You have a mentor who has done the job.A first management role or a bigger team, often paid for by the employer.

Times are our estimates. Try Callings.

Questions to ask before hiring

  1. What does it cost in total, and what is included? (no published price)
  2. What are your cancellation and refund terms? (no refund terms on their site)
  3. Who do you usually work with, and how long does a typical engagement last? (always worth asking)

What they publish

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