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Planning for 2026? The Market Shift You Can’t Plan Around


Terrand Smith, 37 Oaksk Blog, Planning for 2026? The Market Shift You Can’t Plan Around
Terrand Smith, Founder/ CEO 37 Oaks

If 2025 felt heavy, you weren’t imagining it. In hindsight, it felt less like a tough year and more like a structural, market-changing moment that marked a shift into a new operating era.


Sound familiar? We’ve seen similar shifts before. When online shopping emerged decades ago, it was treated as a trend, something to experiment with or wait out. Over time, it became clear it wasn’t optional. E-commerce fundamentally changed how small businesses reached customers, priced products, structured operations, and defined success. The conditions of 2025 feel similar, not in terms of disruptions to endure, but rather as shifts to understand and design around.


Unlike the peak of COVID, when disruption was sharp and temporary, 2025 brought steady pressure with no clear break. Economic, operational, and emotional strain showed up month after month. As a result, businesses weren’t just reacting or adjusting tactics; they were being reshaped by the conditions they were operating in.


2025 revealed the limits of old designs.

2026 is about building for the new business environment that now exists.


What 2025 revealed wasn’t about surviving a rough patch, but about whether businesses were built for this new operating reality. It exposed where foundations were fragile and where long-held assumptions no longer applied. Revenue alone stopped being a reliable signal of business health; operational strength and flexibility mattered just as much. Let's review what became clear and how those realities shape how small businesses need to plan and grow in 2026.



The 2025 Shift

Terrand Smith, 37 Oaksk Blog, Planning for 2026? The Market Shift You Can’t Plan Around

Market change isn’t new. What made 2025 different was the intensity, overlap, and duration of change, and the growing reality that much of it probably is not reverting anytime soon. Costs, customer behavior, technology, capital, and global forces all had substantial shifts at the same time, with no clear signs of being temporary. Small businesses weren’t responding to isolated challenges. They were operating within a new set of baseline conditions, shaped by multiple forces converging at once.


How these conditions showed up, through cash flow, customer behavior, workload, or decision-making, revealed how businesses were actually built. That insight is what makes 2026 planning different. This reflection isn’t about revisiting a hard year; it’s about identifying what held, what strained, and what shifted, so 2026 business planning is grounded in this new operating reality, not assumptions from an older reality. Before deciding what to build next, it’s worth taking a clear look at the environment your business was responding to and how it functioned under sustained pressure.


The New Cost Reality

  • With higher costs now baked into the system, 2025 marked a shift from managing temporary increases to operating with structurally tighter margins. Businesses could no longer assume costs would normalize or that pricing alone could absorb them. Limited pricing flexibility forced businesses to extract more value from the same, or fewer, resources. Efficiency, labor mix, focus, and tradeoffs became core operating decisions, not short-term fixes.


Customers Choose Carefully

  • Consumers didn’t stop spending in 2025, but buying decisions became more deliberate. Greater scrutiny around value, trust, and relevance became the norm. Demand grew harder to convert and easier to lose. Reach mattered less than clarity and consistency, rewarding businesses with clear positioning while exposing those dependent on constant acquisition.


Terrand Smith, 37 Oaksk Blog, Planning for 2026? The Market Shift You Can’t Plan Around

Technology Is The Baseline

  • Technology, especially AI, shifted from an optional advantage to core operating infrastructure. As margins tightened, businesses that didn’t use technology to reduce manual work and support consistent customer experiences lost the capacity to operate efficiently under pressure. What became clear is that businesses must intentionally decide what work is handled by systems versus people.


The Risks of Globalization

  • Global and economic forces became recurring factors in business decisions throughout 2025. Trade dynamics, tariffs, interest rates, supply chains, and policy shifts no longer appeared occasionally; they showed up consistently. What shifted wasn’t exposure, but reliability. Markets and suppliers once considered stable became volatile, and diversification no longer guaranteed protection, even for businesses operating primarily in local markets.


Funding Looks Different

  • Financing didn’t disappear in 2025, but expectations changed. Capital became more selective, prioritizing stronger fundamentals, disciplined operations, and clearer paths to profitability. At the same time, as margins tightened, even businesses that hadn’t previously relied on outside funding found that sustaining or growing may require capital while adjusting to this new operating environment.


Together, these shifts explain why 2025 felt fundamentally different and why planning for 2026 can’t rely on the same playbook used in prior years. Much like the rise of e-commerce, the market didn’t just change around the edges; it shifted at a structural level. What 2025 exposed was not a temporary disruption, but which business designs are equipped to operate in this new era, and which ones need to evolve.



How Business Planning Looks Different in 2026


Terrand Smith, 37 Oaksk Blog, Planning for 2026? The Market Shift You Can’t Plan Around

2025 didn’t just increase pressure; it exposed outdated business designs. As conditions became permanent, effort could no longer compensate for structure. Success in 2026 depends on how businesses are built, not just how hard founders push. These five principles define what businesses must be designed to handle in order to operate and grow in today’s market.


1. Design to Absorb Pressure

In 2026, businesses must be designed for pressure to be absorbed by the structure of the business and not immediately felt as cash stress, rushed pricing decisions, or founder overload. Cost increases, demand shifts, and disruptions are no longer occasional events; they are no longer short-lived challenges, but recurring ones. Businesses built to last include buffers, flexibility, and breathing room for decisions so pressure can be managed without destabilizing the entire system.


How This Shapes Your 2026 Plan

  • When things get tight, does the business adjust, or do you?

  • Your plan should assume volatility. Revenue targets alone aren’t enough. Cash buffers, pricing discipline, and realistic growth pacing must be built into the model so pressure doesn’t immediately land on the founder or the balance sheet.


2. Less Founder Intervention

This year, you are going to intentionally design your business to be less reliant on the founder (you) as the connector, fixer, or decision bottleneck. In the past, Founder's effort may have compensated for less than optimal business structures and operations, but under sustained pressure, that dependency becomes a risk. Work needs to move through roles, systems, and not be dependent on one person.


How This Shapes Your 2026 Plan

  • What stops moving if you step away for two weeks, and how must roles, ownership, or systems change so progress doesn’t depend on you?

  • Your plan should actively reduce founder dependency by building a team (no matter the size or structure), clarifying responsibility, simplifying delivery, and investing in systems to support workflows.


Terrand Smith, 37 Oaksk Blog, Planning for 2026? The Market Shift You Can’t Plan Around

3. Design Without Certainty

2026 is going to be about functioning well even when information is incomplete, and conditions continue to shift. Waiting for clarity delays momentum and increases fragility. The goal is no longer perfect prediction, but the ability to adjust while moving forward.


How This Shapes Your 2026 Plan

  • What decisions are you delaying because you’re waiting for certainty, and how can your plan move forward with flexibility instead?

  • Planning should emphasize checkpoints, ranges, and adjustable decisions rather than rigid forecasts that break when assumptions change.


4. Growth Without Burnout

In this environment, growth must be designed, not powered by effort. When output depends on longer hours, the business becomes fragile. Sustainable businesses use structure, systems, and clarity to grow without increasing strain.


How This Shapes Your 2026 Plan

  • If demand doubled, what would break first, systems or people, and what needs to be redesigned so growth adds stability instead of pressure?

  • Your plan should focus on simplification, standardization, and technology that removes manual effort as output grows.


5. Do Less, Better

This year, we will approach focus as a strategic advantage, not a limitation. Maintaining too many offers, channels, or customer types can increase complexity and weaken resilience. Strong businesses concentrate resources where they create the most value.


How This Shapes Your 2026 Plan

  • What parts of your business are you maintaining out of habit or fear, even though they add complexity, and what would become stronger if you narrowed your focus?

  • Your plan should intentionally narrow focus to reduce operational drag and decision load.


What's Next?

Planning for 2026 isn’t about predicting what comes next or pushing harder to keep up. It’s about designing a business that works in the environment that already exists. Before setting goals or building a plan for 2026, pause and reflect on what 2025 revealed, not as a judgment, but as information.


What held? What strained? What no longer fits?


When planning starts from that clarity, strategies become more realistic, sustainable, and aligned with how small businesses actually operate today.




Helpful 37 Oaks Resources

At 37 Oaks, we help small business owners make decisions with clarity. Check out these helpful resources to guide your next move.



Terrand Smith, 37 Oaksk Blog, Planning for 2026? The Market Shift You Can’t Plan Around

Who is 37 Oaks?

37 Oaks is an education company that strengthens communities by transforming small businesses into valuable, commerce-driven assets.  Our goal is to empower them through Commerce, Innovation, and Strategy.


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