Jonathan Flynn
Gemini said With over 30 years of experience as a Technology Specialist and International Standards Expert for British and European committees, I also serve as a Project Manager, Project Sponsor, and Founder of the tobethe.best life and business coaching.
About
Available Services
Portfolio & GitHub Review Get your personal portfolio, GitHub repos, or side projects reviewed. Learn what hiring managers actually look at and how to present your work to stand out.
Referral & Networking Strategy Learn how to build genuine connections, request referrals without being awkward, and leverage your network to get interviews at companies that rarely post on job boards.
Offer Evaluation & Comparison Compare multiple offers across base, equity, bonuses, benefits, and career trajectory. Understand how RSU vesting, refreshers, and leveling differ across top companies to make the best decision.
Promotion Guidance Get a clear roadmap to your next level. Understand what the promotion committee actually evaluates, build your case with the right artifacts, and learn how to make your impact visible.
Salary Negotiation Learn to negotiate base, equity, sign-on bonuses, and counter-offers with confidence. Get strategies specific to how top tech companies structure and approve compensation packages.
Performance Review Preparation Prepare for your upcoming performance review cycle. Learn to write strong self-assessments, quantify impact, collect peer feedback strategically, and handle calibration conversations.
Career Roadmap Planning Map out your 1-year, 3-year, and 5-year career plan. Identify skill gaps, align your growth direction, and make intentional choices about specialization vs. generalization.
Skills Gap Analysis Identify exactly what skills, experiences, and knowledge you're missing for your target role or level. Get a prioritized learning plan with concrete resources and milestones.
Switching to AI/ML Plan your transition from a traditional SWE or other tech role into AI/ML. Get a roadmap for skills to learn, projects to build, and how to position yourself for ML roles at top companies.
Domain / Tech Stack Switch Moving from backend to frontend, mobile to infra, or any other domain switch? Get guidance on bridging your skill gaps, framing your experience, and targeting the right roles.
IC to Manager Transition Thinking about moving from an IC track to people management? Understand what changes, what stays, how to prepare, and whether the EM path is truly right for you.
Manager to IC Transition Want to go back to hands-on engineering? Navigate the transition from management to a Staff+ IC role without taking a step back in level or compensation.
Career Break Re-entry Returning after a career break for parenting, health, personal reasons, or sabbatical? Get a step-by-step plan to re-enter the workforce, rebuild confidence, and target the right opportunities.
International Job & Relocation Navigate international job searches - visa-sponsoring companies, resume localization, interview culture differences, relocation packages, and compensation comparisons across geographies.
Engineering Manager Coaching Level up as an EM. Get guidance on team scaling, hiring, performance calibration, managing up, cross-org influence, and navigating the unique challenges of engineering management.
Director / VP Track Aiming for Director, VP, or CTO? Work with senior leaders who have made it. Cover organizational strategy, executive communication, multi-team management, and building a leadership brand.
Experience
Technical Specialist / Project Manager
National Highways (A Government own Company)
Feb 2015 — Present Current
Owner / CEO / Lead Coach and Lead Consultant
Teign Coaching & TOBETHE.BEST
Nov 2007 — Present Current
Business Transformation Consultant (Director Moor Training Ltd)
EM Highway Services Limited now Keir
Feb 2013 — Feb 2015
Lecturer
South Devon College
Sep 2011 — Feb 2013