Jason Straughan

Leadership coach · San Antonio, TX · in person and virtual

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"You didn’t get here by yourself. Stop leading alone." (in their words, on their website)

Services

ServiceWhat is includedPrice
CEO Group
CEO, president, or business owner with $5M or more in annual revenue, running an organization of at least 10 people, based in San Antonio or surrounding metro area		 Monthly full-day facilitated group meeting · 12–16 members · Monthly 1:1 private coaching session with Jason on request
CEO Group II - Founding Seats
CEO, president, or business owner with $5M or more in annual revenue, based in San Antonio or surrounding metro area		 Monthly full-day facilitated group meeting · 12–16 members · Monthly 1:1 private coaching session with Jason · Founding members help shape group culture and membership on request
Private Executive Coaching Monthly 1:1 Sessions
CEOs and senior executives who need a trusted partner		 1 session · 4 weeks · Monthly 1:1 sessions with Jason · Two-hour deep focus meetings · Confidential and intense coaching on strategy, team, growth, succession, personal leadership challenges on request
Trusted Advisors Group
Accountants, attorneys, consultants, bankers, and fractional executives whose clients are CEOs		 Monthly half-day group meetings · 12–16 members · One member per professional category · Access to Vistage CEO community on request
KEY Executive Group
COOs, CFOs, VPs, and senior directors who carry significant accountability and want to operate at the top of their capacity		 Monthly group sessions · 12–16 members · Director+ level on request
Advancing Leaders Group
Emerging leaders building toward their first executive role		 Monthly group sessions · 12–16 members 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 strategynonoyesyesyesyes
Career direction and changenononononono
Leadershipnonoyesyesyesyes
Personal brandnononononono

How they work

Process
Book a 30-Minute Call · Meet Your Group · Lead Differently Every Month
Assessments
AI Readiness Assessment
Before coaching
CEO, various companies; Co-founder, Codeup and Grok Interactive; Mentor, TechStars Cloud (3 years)

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.
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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Chosen by our matching from coaches who serve the same people with the same kinds of help. Nobody pays to appear here.