Strategy subscriptions
Your strategy partner,
every single month.
Most small businesses can't afford a VP of Strategy. We made that problem disappear. A monthly subscription gives you ongoing access to senior-level strategic thinking — without the full-time price tag.
Currently accepting new clients
"Within 90 days of working with TOBY, we had clarity on our positioning, a roadmap we actually used, and the confidence to raise our prices." — Founder, B2B SaaS startup
Not a project. Not a retainer.
A genuine thinking partner.
One-off strategy projects leave you with a beautiful deck and no one to call when reality hits. Our subscriptions are built for the long game — showing up every month, asking the hard questions, and helping you make better decisions before they become expensive mistakes.
Choose your plan
Plan 1
per month · cancel anytime
Your strategy compass.
For founders and operators who need a strategic sounding board — without the overhead of a full engagement.
- ✓Monthly 60-min strategy call — structured, agenda-driven, with a written recap sent within 24 hours
- ✓Quarterly business health audit — a diagnostic across revenue, operations, team, and growth
- ✓Email support — one focused question per week, answered within 48 business hours
- ✓Private resources library — templates, frameworks, and tools updated monthly
Plan 2
per month · cancel anytime
Your growth engine.
For businesses that are moving fast and need strategic alignment, not just occasional advice. You get a real plan, updated every month.
- ✓2× monthly strategy calls (60 min each) with written recaps
- ✓Monthly growth roadmap + KPIs — specific, prioritized actions tied to your goals
- ✓Competitor & market monitoring — we watch your landscape so you don't have to
- ✓Slack access — async support with a 24-hour response time
- ✓Everything in Starter
Plan 3
per month · cancel anytime
Your fractional strategy director.
For founders who need executive-level strategic leadership embedded in the business — without the $250k salary.
- ✓Weekly calls + async check-ins — we're in your corner, all month long
- ✓Full 90-day strategic planning — company-wide priorities, sequenced and owned
- ✓Hiring & operations advisory — structure, process, and people decisions
- ✓Investor deck & pitch prep — narrative, positioning, and rehearsal support
- ✓Everything in Growth
What's working with TOBY actually feels like
Clarity, fast.
No month-long discovery phase. In your first call, we identify what's actually holding your business back and leave you with a clear picture of where to focus.
Real accountability.
We don't just hand you a framework. Every month, we review what you committed to, what happened, and why. It's the honest debrief most founders never get.
Ideas that travel.
Every call ends with a written summary of decisions, priorities, and next steps — so nothing gets lost between the call and Monday morning.
No fluff, ever.
We don't believe in strategy for strategy's sake. Everything we produce has a clear business reason and a clear next action attached to it.
Good questions.
Is there a minimum commitment?
No. All plans are month-to-month and you can cancel anytime. That said, most clients find the biggest results show up after 3–4 months — when patterns emerge and the work compounds.
What kind of businesses is this for?
Primarily small businesses and early-to-growth stage startups. If you're between $0 and $5M in revenue and trying to figure out how to scale, operate smarter, or make better decisions — this is for you.
Can I upgrade or downgrade my plan?
Yes. You can move between plans at the start of any new billing period. Most clients start on Growth and either stay there or move to Partner once they have momentum.
How quickly can I get started?
Most new clients are onboarded within a week of signing up. You'll get a welcome email with a short intake form, and we'll book your first call from there.
What if I need more than what's in my plan?
We keep a small number of spots open for ad-hoc project work — strategy sprints, positioning workshops, investor prep — available to active subscribers at a preferred rate.